KB Cell Lines Research Articles

Cytotoxic Role of Chlorogenic Acid on Oral Squamous Cell Carcinoma Cell Line.

The aim of the present study was to determine the cytotoxic, anticancerous and antiproliferative activity of CGA on oral squamous cell carcinoma (OSCC) cell line (KB) and to evaluate expression level of p21 and p53 in these CGA treated OSCC cell line. Different concentrations of CGA varying from 500 to 2500µM were tested on OSCC cell line. Trypan blue and MTT assay were performed to establish IC50. DNA fragmentation and expression level of p21 and p53 were evaluated with the help of RT-PCR. CGA exerted antiproliferative and cytotoxic effect on OSCC (KB) cell line. Statistically significant results were found regarding effect of different CGA concentrations on KB cell line with IC50 at 1800µM. No DNA fragmentation was observed. p21 and p53 expression were down regulated after CGA treatment. CGA revealed neither apoptosis nor damage to the nucleus after DNA fragmentation. Antiproliferative role of CGA was hinted by down regulation of p53 and p21 probably through cell cycle arrest at G1-S phase. It was reaffirmed that CGA a natural chemo preventive agent could enhance the treatment modalities with minimal side effects.

Evaluation of anticancer and antioxidant activity of ethanolic extract of Ocimum sanctum on KB cell lines- an in-vitro study

Evaluation of anticancer and antioxidant activity of ethanolic extract of Ocimum sanctum on KB cell lines- an in-vitro study

New dihydrochromene and xanthone derivatives from Lisotrigona furva propolis

A new dihydrochromene derivative, named lisofurvin (1) and a xanthone, named dihydrobrasixanthone B (2) together with twenty one known compounds (3−23) were isolated from propolis of the stingless bee Lisotrigona furva. Their chemical structures were determined by means of spectroscopic methods including 1D and 2D NMR, and MS. The chemical constituents are predominantly geranyl(oxy) xanthones and Cratoxylum cochinchinense was suggested as a resin source, besides two other plants Mangifera indica and dammar trees (Dipterocarpaceae). Compound 1 showed significant cytotoxic activity against KB, HepG-2, and Lu-1 cancer cell lines with IC50 values range from 12.63 to 15.17 μg/mL. Several isolated compounds were active against one to four tested cancer cell lines. In addition, among the isolated compounds, α-mangostin (15) displayed the strongest antimicrobial activity against three Gram (+) strains, P. aeruginosa, and C. albicans with MIC values ranging between 1 and 2 μg/mL. Compound 22 showed good activity against three Gram (+) strains and C. albicans.

New phenolics from Uraria crinita (L.) DC

Reinvestigation of a methanol extract of Uraria crinita afforded a new 3- hydroxyisoflavanone, 3,5,7,2',4'-pentahydroxyisoflavanone (1), two new monoaryl glucosides, 3,4-dimethoxyphenyl 1-O-(6′-O-acetyl)-β-D-glucopyranoside (2) and 3,4,5-trimethoxyphenyl 1-O-(6′-O-acetyl)-β-D-glucopyranoside (3), in addition to three known compounds, 3′-O-methylorobol (4), robusflavone B (5), and apigenin (6). The structural elucidation of these compounds was achieved by analyses of their spectroscopic data (HR-ESI-MS, 1 D- and 2 D-NMR) and acidic hydrolysis. The U. crinita extracts and compounds 1–6 exhibited weak or no cytotoxic activity against KB, HepG2, Lu and MCF7 cell lines.

Flavonoids and alkaloids from the rhizomes of Zephyranthes ajax Hort. and their cytotoxicity

A new flavanol derivative, (2R,3R)-3-acetoxy-7-hydroxy-3′,4′-methylenedioxyflavan (1), was co-isolated from the rhizomes of Zephyranthes ajax Hort. with the following seven known compounds: 7-hydroxyflavan (2), 7,4′-dihydroxyflavan (3), 7,4′-dihydroxy-8-methylflavan (4), 7,3′-dihydroxy-4′-methoxyflavan (5), 5,4′-dihydroxy-7-methoxy-6-methylflavan (6), 7-hydroxy-3′,4′-methylenedioxyflavanone (7) and haemanthamine (8). Their structures were elucidated by combining 1D-/2D-NMR, CD, UV and HRESIMS data, and comparisons with reported data in literature were made. Among these known compounds, 2, 3, 4, 6 and 7 were isolated from the genus Zephyranthes for the first time. In addition, the cytotoxicity assay indicated that compound 8 has potent cytotoxic activity against human hepatocellular carcinoma (the HepG2 cell line), human lung carcinoma (the SK-LU-1 cell line), human carcinoma in the mouth (the KB cell line), human colon carcinoma (the SW480 cell line) and human stomach gastric adenocarcinoma (the AGS cell line), with IC50 values ranging from 4.4 to 11.3 µM. This is the first study reporting the cytotoxicity of compound 8 against the SK-LU-1 cancer cell lines.

Chemical constituents from the leaves of Styrax argentifolius H.L. Li and their biological activities

Abstract Searching for bioactive agents from Vietnamese plants, nine compounds, including five nor-lignan-type benzofurans 1–5, two lignans 6 and 7, one sterol 8 and one triterpenoid 9 were separated from Styrax argentifolius for the first time. 5-((E)-2-Carboxyvinyl)-7-methoxy-2-(3′,4′-methylenedioxyphenyl)benzofuran (1) and 5-carboxy-7-methoxy-2-(3′,4′-methylenedioxyphenyl)benzofuran (2) were new benzofurans in nature. Sterol (20R)-24-ethylcholest-5,22-dien-7-one (8) and triterpenoid 2α,3α,24-trihydroxy-urs-12-en-28-oic acid (9) were isolated from the genus Styrax for the first time. Egonol (3) showed potential IC50 values of 18.15–22.11 μg/mL against three cancer cell lines KB, HepG2 and Lu, while the IC50 values of new compound 1, (–)-machicendiol (4), and triterpenoid 9 were comparable with that of the positive control acarbose (IC50 118.43 ± 2.44 μg/mL) in α-glucosidase inhibitory assays. Styrax benzofurans and triterpenoids show cytotoxic and α-glucosidase inhibitory activities. The activities of benzofurans 1 and 3–5 were due to the effect of propyl side chains at carbon C-5.

Development of technetium-99m labeled ultrafine gold nanobioconjugates for targeted imaging of folate receptor positive cancers

IntroductionStrategic design and synthesis of nanoparticle based preparations could improve diagnostic screening of several cancer types, thereby facilitating better clinical management of the disease. Towards this, the present work aims to develop and evaluate a radioactive technetium-99m (99mTc) labeled gold nanoparticle (NP) preparation modified with folic acid, so as to diagnose folate receptor positive cancers viz. ovarian, breast, etc. Methods11-Bromoundecanoic acid (UA) was synthetically modified both with folic acid and Hydrazinonicotinic acid (HYNIC) chelate at the carboxylic acid end and subsequently converted to thiol functionality at the bromo terminal to yield folic acid-UA-SH and HYNIC-UA-SH ligands respectively. Gold NPs modified with folic acid and HYNIC chelator were obtained on direct addition of folic acid-UA-SH and HYNIC-UA-SH to chloroauric acid in polysorbate 80 solution under reducing conditions. These NPs were then radiolabeled with 99mTc following HYNIC labeling approach. Both the inactive and 99mTc-labeled gold NPs were then tested for their biological efficacy in folate receptor (FR) positive KB cancer cell lines. Also, biodistribution studies of 99mTc-labeled gold NPs were carried in KB tumor xenografts to ascertain the efficacy towards FR in in vivo system. ResultsPolysorbate 80 could stabilize the gold NP preparation with average size <10 nm as determined by TEM. Inhibition of [3H]folic acid with functionalized gold nanoparticle revealed affinity towards FR positive KB cell lines with an IC50 ~ 9 μM. Biodistribution studies of 99mTc-labeled gold NP preparation in SCID mice bearing KB tumor showed an uptake of 1.39 ± 0.18%ID/g in tumor and 5.48 ± 0.72%ID/g in kidneys at 3 h post-injection. In vivo distribution in folic acid pre-treated animals could not establish the specificity towards folate receptors. ConclusionsBiological evaluation of functionalized gold NP showed affinity towards FR positive cancer cell lines. 99mTc-labeled NP exhibited target uptake in both in vitro and in vivo models, but folic acid inhibition could not establish the target specificity. Nevertheless, in vivo pharmacokinetics envisaged in the present design was achieved using the present gold functionalized NP preparation.

Antineoplastic property of Ashwagandha for Paclitaxel concomitant, can induce p53-mediated apoptosis: In vitro search for anti-proliferative phytogent

Ashwagandha (Withania somnifera L. Dunal) is an important and traditional medicinal herb found in India. It has been reported that, Ashwagandha has potential anti-proliferative as well as chemo-accelerative activity. The goal of this study was to investigate the most probable reason behind Ashwagandha’s anti-proliferative and chemo-accelerative activity. In addition, chromatographically isolate and chemically characterize some new compound which have antineoplastic property and find the mode of action of it. In vitro assays (MTT and Western blot) for anti-tumorigenic potentiality of the isolated drug were carried out on HT-29, KB and HeLa cell lines. In this experimental study, purification and chemical characterization (by UV, FT-IR, HPLC, LC-MS, 1H-NMR) of an anti-cancer drug has been found as Paclitaxel. MTT-assay shows an average IC50 value of the isolated Paclitaxel is 10 nM. Western blot data reveals there may be ROS-associated p53-MDM2-related cell proliferation and apoptosis by the drug’s in vitro effect.

A possible interplay between HR-HPV and stemness in tumor development: an in vivo investigation of CD133 as a putative marker of cancer stem cell in HPV18-infected KB cell line.

High-risk HPVs (HR-HPVs) are DNA viruses considered as primary etiologic factors in malignancies of the low female genital tract. Their presence has also been documented in oropharyngeal and laryngeal cancers. However, HPV infection is considered a necessary but not sufficient cause of tumoral development; meantime, increasing evidences on the tumorigenic role of cancer stem cells (CSCs) have been documented in the literature. CSCs represent a small subpopulation of neoplastic cells with self-renewal potential, capable of maintaining tumor growth and cell differentiation, also involved in metastatic process, recurrence, and resistance to chemotherapeutic agents. In the present study, performed on KB cell lines, we evaluated the tumor forming potential of CSCs, and their relationship with the HPV infection status. We started our study by identifying the most aggressive cell line on the minimal number of cells being able of growth in vivo in a model of athymic nude mice (BALB/c nu/nu). We used an oral-derived KB cell line separated in the KB-CD133+ and KB-CD133- populations, by using immunomagnetic beads and fluorescence-activated cell sorting (FACS). The separated populations were injected in athymic nude mice (BALB/c nu/nu). Xenograft tumors have been analyzed for tumor size, CD133 expression by immunohistochemistry (IHC) and for DNA HR-HPV integration by in situ hybridization (ISH), comparing CD133-enriched xenograft tumors versus the CD133 non-enriched ones. On standard conditions, the KB cell line has a poor population of glycosylated CD133 marker (<5.0%) when investigated with antibodies versus CD133, and more specifically its glycosylated epitope (AC133). Enriched CD133 KB cells possess a higher capacity of tumor growth in xenograft models of nude mice when compared to KB CD133-negative cells. We observed that the AC133 epitope, extensively used to purifying hematopoietic stem cells, is able to select an epithelial subpopulation of cancer stem cells with aggressive behavior. We retain that CD133 may be a useful target in anticancer strategies including pharmacological and immunological therapies.

Chloroform Fraction of Methanolic Extract of Seeds of Annona muricata Induce S Phase Arrest and ROS Dependent Caspase Activated Mitochondria-Mediated Apoptosis in Triple-Negative Breast Cancer.

Triple Negative Breast Cancers (TNBCs) have high morbidity and shorter survival rate in the population. These types of cancers have high aggressiveness, lymphatic invasion, and absence of receptors. The treatment options for these types of cancers are also scarce. Several studies have been conducted to investigate the effectiveness of seeds of Annona muricata for its anti-cancer activities in various cancer cell lines, such as lung A549, breast MCF7, colon HT-29, oral KB, and human hepatoma cell lines. But works related to its anti-cancer effect and mechanism of action in TNBCs have not been elucidated. The present study was undertaken to evaluate the in vitro, in vivo, and in silico anti-cancer potential of chloroform fraction of methanolic extract of seeds of Annona muricata (CMAM) against TNBC along with elucidation of its mechanistic pathway. In vitro cytotoxicity- and antiproliferative- studies in three triple-negative breast cancer cell lines were conducted using the MTT and SRB assays, respectively. The mechanism through which CMAM exerts its pharmacological effect was elucidated in vitro employing cell morphological assessment studies using Acridine Orange/Ethidium Bromide (AO/EB), intracellular reactive oxygen species assay, DNA fragmentation assay, agarose gel electrophoresis, terminal deoxynucleotidyl Transferase dUTP Nick End Labeling (TUNEL) assay, cell cycle analysis, annexin binding assay, and caspase-activated mitochondria-mediated apoptotic assays using western blot. In vivo evaluation in 4T1 induced murine mammary tumor model was also conducted. Phytoconstituents in CMAM were analyzed using liquid chromatography mass spectroscopy. In silico binding studies with various annonaceous acetogenins against BCL-2 and cyclin E were performed. Cytotoxicity studies in MDA-MD-231, 4TI, and BT-549 revealed the IC50 value of CMAM to be 2.5±0.14, 4.8±0.3, and 4.5±0.16μg/mL, respectively. Anti-proliferative studies in 4T1, MDA-MB-231, and BT- 549 revealed the GI50 values to be 0.128+0.03, 18.03+0.20, 0.95+0.04μg/mL, respectively. CMAM exhibited its cytotoxicity through the lysis of cell membrane, ROS dependent caspase-activated mitochondria-mediated apoptosis, and arresting the S phase of the cell cycle. In vivo evaluation also supported the tumoricidal property of CMAM, as evidenced by a reduction in tumor volume and serum biomarkers. Histopathologically, there was a marked reduction in cellularity, nuclear chromatin condensation, and a few normal cells in the group treated with CMAM at a dose of 31mg/Kg. Phytoconstituent evaluation has revealed the presence of annonaceous acetogenins in CMAM. Among the various annonaceous acetogenins, muricatacin alone showed lipophilicity and binding affinity towards BCL-2 and cyclin E1. The current study shows the effectiveness of CMAM against TNBC both in vitro and in vivo. This anticancerous effect of CMAM could be by virtue of its ROS dependent caspase-activated mitochondriamediated apoptosis and the S-phase arrest of the cell cycle in the TNBCs. Our results indicate that the presence of annonaceous acetogenins, especially muricatacin, could be contributing to this anticancerous effect of CMAM. Thus, muricatacin could be a potential candidate for the targeted therapy of TNBCs.

Araliachinoside A: A New Triterpene Glycoside From Aralia chinensis Leaves

From the leaves of Aralia chinensis, 3 oleanane-type triterpene glycosides have been isolated, including 1 new glycoside, 3β,23 -dihydroxyolean-12-ene-28-oic acid 3 -O-β-d-glucopyranosyl-(1→3)- α-l-arabinopyranosyl-(1→3)-β-d-glucuronopyranoside 28 -O-β-d-glucopyranosyl ester (named as araliachinoside A, 1), and 2 known ones, 3β,23 -dihydroxyolean-12-ene-28-oic acid 3 -O-α-l-arabinopyranosyl-(1→3)- β-d-glucuronopyranoside 28 -O-β-d-glucopyronosyl ester (2) and 3β-hydroxyolean-12-ene-28-oic acid 3 -O-β-d-glucurono pyranoside 28 -O-β-d-glucopyronosyl ester (3). Their chemical structures were elucidated by using a combination of high-resolution electrospray ionization-mass spectrometry, 1-dimensional and 2-dimensional nuclear magnetic resonance spectral data, and by comparison with previous literature. Compounds 1-3 displayed cytotoxic activity toward KB and HepG2 cell lines with half-maximal inhibitory concentration values ranging from 8.1 ± 0.1 to 15.7 ± 0.3 µM in in vitro assay.

Araliaarmoside: A New Triterpene Glycoside Isolated From the Leaves of Aralia armata

One new oleanane-type triterpene glycoside, oleanolic acid-[28 -O-β-d-glucopyranosyl]-3 -O-[ β-d-glucopyranosyl(1→6)- β-d-glucopyranosyl](1→3)[ α-l-arabinofuranosyl(1→4)]- β-d-glucuronopyranoside (1), and 3 known ones {oleanolic acid-[28 -O-β-d-glucopyranosyl]-3 -O-[ β-d-galactopyranosyl(1→3)]-[ β-d-glucopyranosyl(1→2)]- β-d-glucuronopyranoside (2) chikusetsusaponin IVa methyl ester (3), and chikusetsusaponin IV (4)} were isolated from the leaves of Aralia armata. Their chemical structures were elucidated using a combination of high-resolution electrospray ionization mass spectrometry, 1-dimensional and 2-dimensional nuclear magnetic resonance (NMR) spectral data, as well as comparison with data in the previous literature. This is the first report of full NMR spectroscopic data of 2. Compounds 1-4 displayed weak cytotoxic activity toward KB and HepG2 cell lines, with half-maximal inhibitory concentration50 values ranging from 24.2 ± 0.3 to 32.6 ± 0.8 µM in in vitro assay.

Effect Of Vanillin On Cell Viability, Morphological Characteristics, Apoptosis And Mitochondrial Potential Of Human Oral Cancer Cell Line Kb: An In-Vitro Study

Vanillin is utilized as a flavour ingredient in food, fragrance and pharmaceutical sectors.. It has been linked to a varietyof biological effects and has shown antioxidant, antimicrobial, analgesic, anti-sickling, anti-carcinogenic and anti-mutagenic properties in a variety of in vitro models. This research investigated the anticancer potential of vanillin against KB, ahuman oral cancer cell line. Cell viability assays, acridine orange (AO)-ethidium bromide (EB) double staining, as well as other assays being used, intracellularreactiveoxygenspecieslevelbyusingdichloro-dihydro-fluoresceindiacetate (DCFH-DA) assay and the laser dye Rh-123 mitochondrial potential (MMP) assay. Vanillin also has higher cytolytic or cytostatic effect on malignantKB cells than on normal cells.With increase in concentration of drug,the cell viability decreased. The IC50 for KBcell lines were 400 μg/ml. Results showed that apoptosis wasinduced by vanillin. Disturbance and loss of mitochondrial potential was detected by green fluorescence imaging ascompared to control for vanillin treatments. In our study, intracellular ROS generation was increased in KB cells. Inconclusionvanillincouldbeahelpfuloralcancerpreventingagent.

Extraction, Chemical Composition, Antioxidant Property, and In-vitro Anticancer Activity of Silymarin from Silybum marianum on Kb and A549 Cell Lines.

This study aimed to evaluate the antioxidant property of Silymarin (SM) extracted from the seed of Silybum marianum and its anticancer activity on KB and A549 cell lines following 24, 48, and 72 h of treatment. Ten grams of powdered S. marianum seeds were defatted using n-hexane for 6 hours and then extracted by methanol. The Silymarin extracted of extraction components. The extracted components of Silymarin were measured by spectrophotometric assay and HPLC analysis. 2, 2- diphenyl-1-picrylhydrazyl (DPPH) radical scavenging, phenol content, total flavonoid content, and total antioxidant capacity were measured to detect the antioxidant properties of SM. The anticancer activity of the SM on cell lines evaluated by MTT. In HPLC analysis, more than 50% of the peaks were related to silybin A and B. SM was reduced DPPH (the stable free radical) with a 50% inhibitory concentration (IC50) of 6.56 μg/ ml in comparison with butylated hydroxyl toluene (BHT), which indicated an IC50 of ~3.9 μg/ ml. The cytotoxicity effect of SM on the cell lines was studied by MTT assay. The cytotoxicity effect of the extracted Silymarin on KB and A549 cell lines was observed up to 80 and 70% at 156 and 78 μg/ml, respectively. The IC50 value of the extracted SM on KB and A549 cell lines after 24 hours of treatment was seen at 555 and 511 μg/ml, respectively. Due to the good antioxidant and anticancer properties of the isolated Silymarin, its use as an anticancer drug is suggested.

Salvia ceratophylla L. from South of Jordan: new insights on chemical composition and biological activities

In Jordan, Salvia ceratophylla L. is traditionally used in the treatment of cancer, microbial infections, and urinary disorders. This study aimed: (1) to chemically characterize S. ceratophylla essential oil (EO) from South Jordan, by gas chromatography (GC) and gas chromatography-mass spectrometry (GC–MS); and (2) to evaluate in vitro the cytotoxic, anti-inflammatory, and antiprotozoal activities of the EO, it’s predominant components, and the hexane (A), ethyl acetate (B), methanol (C) and crude-methanol extracts (D). The analysis revealed that the EO has 71 compounds, with linalool (54.8%) as main constituent. Only the hexane extract (A) showed some cytotoxic activity against SK-MEL, KB, BT-549, SK-OV-3, LLC-PK1 and VERO cells lines with IC50 between 60 and > 100 µg/mL. The EO inhibited NO production (IC50 90 µg/mL) and NF-κB activity (IC50 38 µg/mL). The extracts A, B, and D inhibited NO production and NF- κB activity with IC50 between 32 and 150 µg/mL. Linalool considerably inhibited NO production (IC50 18 µg/mL). The extracts tested did not exhibit antileishmanial activity. Regarding antitrypanosomal activity, the EO exhibited significant results with IC50 2.65 µg/mL. In conclusion, Jordan S. ceratophylla EO represents a rich source of linalool and bears a promising therapeutic potential for further antitrypanosomal drug development.

Synthesis, structure and in vitro cytotoxicity testing of some 2-aroylbenzofuran-3-ols.

Five 2-aroyl-5-bromobenzo[b]furan-3-ol compounds (two of which are new) and four new 2-aroyl-5-iodobenzo[b]furan-3-ol compounds were synthesized starting from salicylic acid. The compounds were characterized by mass spectrometry and 1H NMR and 13C NMR spectroscopy. Single-crystal X-ray diffraction studies of four compounds, namely, (5-bromo-3-hydroxybenzofuran-2-yl)(4-fluorophenyl)methanone, C15H8BrFO3, (5-bromo-3-hydroxybenzofuran-2-yl)(4-chlorophenyl)methanone, C15H8BrClO3, (5-bromo-3-hydroxybenzofuran-2-yl)(4-bromophenyl)methanone, C15H8Br2O3, and (4-bromophenyl)(3-hydroxy-5-iodobenzofuran-2-yl)methanone, C15H8BrIO3, were also carried out. The compounds were tested for their in vitro cytotoxicity on the four human cancer cell lines KB, Hep-G2, Lu-1 and MCF7. Six compounds show good inhibiting abilities on Hep-G2 cells, with IC50 values of 1.39-8.03 µM.

Fe3O4@Au/reduced graphene oxide nanostructures: Combinatorial effects of radiotherapy and photothermal therapy on oral squamous carcinoma KB cell line

Combination therapy including radiotherapy (RT) and photothermal therapy (PTT), as an alternative treatment for cancer treatment, recently has generated substantial interest. Graphene-based nanocarbons and gold content metallic nanoparticles, as one of the most attractive materials with their extraordinary physical and chemical properties, are extremely useful in this regard. We herein reported the effects of combination of cancer therapy including RT (doses of 2 and 4 Gy) and PTT (808 nm laser irradiation, NIR irradiation) as radio-photothermal therapy (RPTT) of KB oral squamous carcinoma cell line in the presence of Fe3O4@Au/reduced graphene oxide (rGO) nanostructures (NSs) at different concentrations. Fe3O4@Au/rGO NSs with different rGO contents have been synthesized by hydrothermal reaction method. They characterized by XRD, FE-SEM, TEM, EDS, FTIR and TGA. Cell viability for cytotoxicity, RT, PTT and RPTT were studied by MTT (3-[4,5-dimethylthiazol-2-yl]-2, 5-diphenyltetrazolium bromide) assay. High photothermal conversion efficiency of Fe3O4@Au/rGO NSs reaches to 61%. The resulting Fe3O4@Au NPs with approximate size of about 10–60 nm covered the rGO nanosheets with 40 wt% rGO at concentration of 20 μg ml−1, exhibited satisfactory cytotoxicity. They provided significant cell destruction under RT, PTT and specially RPTT in dose of 4 Gy. Furthermore, they have good biocompatibility on the healthy cells. Our results show that Fe3O4@Au/rGO NSs integrated with radiosensitization, photothermal therapy and their combination promising for nanomedicine and clinical applications.

Design and Synthesis of Novel Coumarin Conjugated Acetamides as Promising Anticancer Agents: An In Silico and In Vitro Approach.

Coumarin and benzophenone possess a vast sphere of biological activities, whereas thiazoles display various pharmacological properties. Hence, present study focused on the incorporation of coumarin and thiazole core to the benzophenone skeleton to enhance the bioactivity, anticipating their interesting biological properties. The objective of the current work is the synthesis and biological evaluation of a novel series of coumarin fused thiazole derivatives. A novel series of coumarin conjugated thiazolyl acetamide hybrid derivatives were synthesized by a multistep reaction sequence and were characterized by the FT-IR, LCMS, and NMR spectral techniques. The newly synthesized compounds were screened for anti-cancer activity by in silico and in vitro methods. The cytotoxicity of the synthesized unique compounds was executed for two different cancer cell lines, MCF-7 (Breast cancer) and KB (Oral cancer), in comparison with standard paclitaxel by MTT assay. The compound 7f is a potent motif with an acceptable range of IC50 values, for anti-cancer activity, i.e., 63.54μg/ml and 55.67μg/ml, against the MCF-7 and KB cell lines, respectively. Molecule docking model revealed that this compound formed three conventional hydrogen bonds with the active sites of the amino acids, MET 769, ARG 817, and LYS 721. Compound 7f with two methyl groups on the phenoxy ring and one 4-position methoxy group on the benzoyl ring, showed a significant cytotoxic effect. An advantageous level of low toxicity against normal cell line (L292) by MTT assay was determined.

Synthesis, Characterization, and In Vitro Cytotoxicity of Platinum(II) Complexes Bearing Chiral Tetradentate Salicylaldimine Ligands

A series of platinum(II) complexes with chiral Schiff base ligands derived from various salicylaldehydes with (R,R′)- and (S,S′)-cyclohexanediamine were synthesized and characterized by ESI-MS, IR, and NMR. Obtained spectra with typical signals were in agreement with suggested molecular formulae of the complexes. Their photophysical properties were studied by UV-visible and emission spectroscopies. The UV-Vis showed the typical band with low energy at visible range 400–500 nm for MLCT, and this band can emit the luminescent band with emission maximum wavelengths at 529–595 nm. The in vitro cytotoxicity of obtained platinum(II) complexes was screened for KB and MCF-7 human cancer cell lines. The results showed that (S)-enantiomers were more active than (R)-enantiomers and the different positions of methoxy group in salicyl ring gave different cytotoxicities.

Crystal structures of three platinacyclic complexes bearing isopropyl eugenoxyacetate and pyridine derivatives.

Three new platinum(II) complexes bearing a eugenol and a pyridine derivative, namely (η2-2-allyl-4-meth-oxy-5-{[(propan-2-yl-oxy)carbon-yl]meth-oxy}phenyl-κC 1)chlorido-(pyridine-κN)platinum(II), [Pt(C15H19O4)Cl(C5H5N)], (I), (η2-2-allyl-4-meth-oxy-5-{[(propan-2-yl-oxy)carbon-yl]meth-oxy}phenyl-κC 1)chlorido-(4-methyl-pyridine-κN)platinum(II), [Pt(C15H19O4)Cl(C6H7N)], (II), and (η2-2-allyl-4-meth-oxy-5-{[(propan-2-yl-oxy)carbon-yl]meth-oxy}phenyl-κC 1)chlorido(pyridine-4-carb-oxy-lic acid-κN)platinum(II), [Pt(C15H19O4)Cl(C6H5NO2)], (III), have been synthesized and further characterized by single-crystal X-ray diffraction. The PtII atoms exhibit the usual distorted square-planar coordination and are surrounded by one Cl atom, one N atom, and a C atom and C=C double bond of the eugenol ligand. The donor N atom of the pyridine ligand occupies a cis position with respect to the double bond. Complexes (I) and (II) crystallize isomorphously in space group P and display a similar crystal packing characterized by C-H⋯O hydrogen bonding, C-H⋯π and π-π inter-actions. However, the presence of the additional methyl group in the 4-methyl-pyridine ligand in (II) disturbs the π-π inter-actions. The crystal packing of (III) is characterized by O-H⋯O hydrogen bonding, resulting in the formation of chains of mol-ecules connected in a head-to-tail fashion and running in the [101] direction. The IC50 values for the HepG2 and KB cell lines are 150.9, 122.3 µM for (I) and 138.9, 93.2 µM for (II), respectively.