Kadsura Coccinea Research Articles

Dibenzocyclooctadiene Lignans and Lanostane Derivatives from the Roots ofKadsura coccineaand their Protective Effects on Primary Rat Hepatocyte Injury Induced byt-Butyl Hydroperoxide

A new dibenzocyclooctadiene lignan, acetylepigomisin R ( 1), and a new 3,4-seco-lanostane-type triterpene, seco-coccinic acid F ( 2), along with three known dibenzocyclooctadiene lignans, isovaleroylbinankadsurin A ( 3), kadsuralignan J ( 4), and binankadsurin A ( 5), and one lanostane-type triterpene, 20( R),24( E)-3-oxo-9 beta-lanosta-7,24-dien-26-oic acid ( 6), were isolated from the methanol extract of the Kadsura coccinea roots. Their structures were elucidated on the basis of spectroscopic evidence including ESI-MS, HR-EI-MS, 1D and 2D NMR. The protective effects of these compounds were evaluated in primary cultured rat hepatocytes intoxicated with 1.2 mM T-butyl hydroperoxide. Compounds 1, 3, and 5 showed protective effects with ED (50) values of 135.7, 26.1, and 79.3 microM, respectively.

Kadcoccilactones K–R, triterpenoids from Kadsura coccinea

Phytochemical investigation on the stems of Kadsura coccinea led to the isolation of 8 new triterpenoids, kadcoccilactones K–R ( 1– 8), and 10 known analogues. Their structures were elucidated on the basis of extensive spectroscopic analysis. Compounds 1– 3 characterized with an aromatic ring E in their molecules are rarely naturally occurred kadlongilactone derivatives. Moreover, all compounds were evaluated for their inhibitory activity against K562, Bel-7402, and A549 human tumor cells. Compounds 9 and 10 exhibited potent cytotoxicity against K562, Bel-7402, and A549 cell lines with IC 50 values less than 0.1, 0.1, and 1.0 μm, respectively.

Kadcoccilactones A−J, Triterpenoids from Kadsura coccinea

Ten new highly oxygenated triterpenoids, kadcoccilactones A-J (1-10), and two known triterpenoids, kadsuphilactone A and micrandilactone B, were isolated from the stems of the evergreen climbing plant Kadsura coccinea. The structures of the new compounds were elucidated by spectroscopic evidence, with that of 1 confirmed by single-crystal X-ray diffraction analysis. This is the first report on nortriterpenoids (2, 4-6, 8-10) from the genus Kadsura.

Lanostane-Type Triterpenoids from the Roots of Kadsura coccinea

Seven new lanostane-type triterpenoids, seco-coccinic acids A-F (1- 6) and coccinilactone A (7), were isolated from the roots of Kadsura coccinea. Their structures were established on the basis of spectroscopic data analysis. The absolute configuration at C-24 of compound 5 was confirmed by the modified Mosher's method. The cell growth inhibitory effects of these compounds were determined in human leukemia HL-60 cells, and it was found that compounds 1, 2, 3, and 5 exhibited antiproliferative effects with GI 50 values ranging from 6.8 to 42.1 microM.

Kadsuracoccinic Acids A−C, Ring-A seco-Lanostane Triterpenes from Kadsura coccinea and Their Effects on Embryonic Cell Division of Xenopus laevis

Three new 3,4- seco-lanostanes, kadsuracoccinic acids A-C ( 1- 3), were isolated from the medicinal plant Kadsura coccinea, in addition to the known compounds kadsuric acid ( 4) and micranoic acid A ( 5). The structures of 1- 3 were elucidated by analysis of their 2D-NMR spectroscopic data. Furthermore, the relative conformation of 1 was confirmed by an X-ray crystallographic study. This is the first report of a 3,4- seco-lanostane-type triterpene with a 17(20)-ene functional group. Treatment of cultured individual Xenopus laevis cells with 1 at the blastular stage arrested cleavage of these cells with an IC 50 of 0.32 microg/mL.

Kadsuralignans H−K from Kadsura coccinea and Their Nitric Oxide Production Inhibitory Effects

One new arylnaphthalene lignan named kadsuralignan H ( 1) and three new dibenzocyclooctadiene lignans, named kadsuralignans I ( 2), J ( 3), and K ( 4), respectively, were isolated from an EtOAc fraction of the 80% acetone extract of Kadsura coccinea. The structures were elucidated on the basis of spectroscopic evidence. Compound 1 is the second arylnaphthalene lignan isolated from the Kadsura genus. Compounds 1 and 3 showed inhibitory activity on nitric oxide (NO) production by the murine macrophage-like cell RAW264.7, which was activated by lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (INF-gamma).

Antiallergic Agents from Natural Sources. Part 16. New Lignans from Kadsura coccinea and Their Nitric Oxide Inhibitory Activities.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Antiallergic Agents from Natural Sources. Part 15. New Lignans from Kadsura coccinea and Their Nitric Oxide Inhibitory Activities.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

New Lignans from Kadsura coccinea and Their Nitric Oxide Inhibitory Activities

In vitro anti-allergic screening of medicinal herbal extracts revealed that the chloroform extract of the rhizoma of Kadsura coccinea inhibited nitric oxide (NO) production in a lipopolysaccharide (LPS) and recombinant mouse interferon-gamma (IFN-gamma) activated murine macrophage like cell line RAW 264.7. Further fractionation of the chloroform extract led to the isolation of three new lignans, including two dibenzocyclooctadiene lignans and one arylnaphthalene lignan, together with other three known dibenzocyclooctadiene lignans. This is the first report of NO production inhibitory activity of Kadsura coccinea and first report about the isolation of arylnaphthalene lignan from K. coccinea.

New Lignans from Kadsura coccinea and Their Nitric Oxide Inhibitory Activities

In vitro anti-allergic screening of medicinal herbal extracts revealed that the chloroform extract of the rhizoma of Kadsura coccinea inhibited nitric oxide (NO) production in a lipopolysaccharide (LPS) and recombinant mouse interferon-y (IFN-y) activated murine macrophage like cell line, RAW264.7. Further fractionation of the chloroform extract led to the isolation of two new lignans kadsuralignans D (1) and E (2) with other two known dibenzocyclooctadiene lignans kadsulignan N (3) and neokadsuranin (4).

Comparative morphology of the leaf epidermis in Schisandra (Schisandraceae)

The leaf epidermis of 127 samples representing ten species within Schisandra Michaux. and one species of the related genus, Kadsura Kaempf. ex Juss., was investigated using light and scanning electron microscopy. Many characters of the leaf epidermis in Schisandra, such as pattern of epidermal cells, type of stomata, shape of guard cell pairs and cuticular ornamentation, are usually constant within species and thus make good characters for studying the relationship between and within genera. A new character, rim number, of the outer stomatal rim in the genus is introduced. It is shown that double outer stomatal rims occur only in evergreen Schisandra species, whereas a single rim occurs in deciduous species. This character supports the classification of Schisandra into two subgenera based on habit and androecial organs. This classification is also supported by additional morphological and molecular taxonomic characters. Kadsura coccinea (Lem.) Smith A. C. is the most primitive taxon in the related genus Kadsura. The outer stomatal rim of this species also has double rims. Combined with morphological and molecular evidence, this suggests that Schisandra and Kadsura are closely related and may share a recent common ancestor. © 2005 The Linnean Society of London, Botanical Journal of the Linnean Society, 2005, 148, 39–56.

Notes on three species of the genus Kadsura Juss. (Schisandraceae)

Kadsura coccinea (Lem.) A. C. Smith is reported as new record to Indonesia, K. induta A. C. Smith as new record to Guizhou of China and K.oblongifolia Merrill as new record to Vietnam, and Fujian and Taiwan of China. The description on carpels and fruit of K. induta is amended. As the holotype of K. hainanensis Merrill and that of K. oblongifolia have been found to be well preserved at PNH, their lectotypes should be superseded.

Novel seco-cycloartanes from Kadsura coccinea and the assisted autoxidation of a tri-substituted alkene

Eight novel seco-cycloartanes ( 1–8) have been isolated from the medicinal plant Kadsura coccinea. The major component of the extract, coccinetane A ( 1), undergoes extremely facile autoxidation to yield tertiary and secondary allylic hydroperoxides 2 and 3. Evidence is presented that such autoxidation of the Δ 24-tri-substituted double bond is assisted by the presence of the 3-carboxylic acid group or its methyl ester.

Schisantherins P and Q, two lignans from Kadsura coccinea

Two new lignans, schisantherins P and Q, were isolated from the seeds of Kadsura coccinea. Their structures, including absolute configurations and conformations, were elucidated by spectroscopic analysis and chemical conversion.

Kadsulignans L-N, three dibenzocyclooctadiene lignans from Kadsura coccinea

Three new lignans, kadsulignans L-N, were isolated from the seeds of Kadsura coccinea, of which kadsulignan M shows anti-HIV activity in vitro. Their structures, including absolute configurations, were elucidated by spectroscopic analysis and chemical conversions. In addition, their atropisomerization and CD rule for assignment of biphenyl configuration were also discussed and the biphenyl configuration of neokadsuranin was revised as R.

Schisantherins LO and acetylschisantherin L from Kadsura coccinea

Five new lignans, schisantherins LO and acetylschisantherin L, were isolated from the seeds of Kadsura coccinea. Their structures, including absolute configurations, were elucidated by spectroscopic analysis and chemical conversions.

Dibenzocyclooctadiene lignans possessing a spirobenzofuranoid skeleton from Kadsura coccinea

Four new dibenzocyclooctadiene lignans possessing a spirobenzofuranoid skeleton, named propoxyl-, acetoxyl-, benzoyl oxokadsurane and isovaleroyl oxokadsuranol were isolated from the stems of Kadsura coccinea. Their chemical structures were elucidated by spectral and chemical analysis and their absolute configuration determined by a circular dichroic exciton chirality method. Propoxyl oxokadsuranol and benzoyl oxokadsuranol were obtained by hydroxylation of propoxyl oxokadsurane and benzoyl oxokadsurane.

ChemInform Abstract: Kadsulignan A and B, Two Novel Lignans from Kadsura coccinea.

ChemInformVolume 20, Issue 35 Natural Products ChemInform Abstract: Kadsulignan A and B, Two Novel Lignans from Kadsura coccinea. J.-S. LIU, J.-S. LIU Shanghai Inst. Mater. Med., Acad. Sin., Shanghai 200031, Peop. Rep. ChinaSearch for more papers by this authorL. LI, L. LI Shanghai Inst. Mater. Med., Acad. Sin., Shanghai 200031, Peop. Rep. ChinaSearch for more papers by this authorH.-G. YU, H.-G. YU Shanghai Inst. Mater. Med., Acad. Sin., Shanghai 200031, Peop. Rep. ChinaSearch for more papers by this author J.-S. LIU, J.-S. LIU Shanghai Inst. Mater. Med., Acad. Sin., Shanghai 200031, Peop. Rep. ChinaSearch for more papers by this authorL. LI, L. LI Shanghai Inst. Mater. Med., Acad. Sin., Shanghai 200031, Peop. Rep. ChinaSearch for more papers by this authorH.-G. YU, H.-G. YU Shanghai Inst. Mater. Med., Acad. Sin., Shanghai 200031, Peop. Rep. ChinaSearch for more papers by this author First published: August 29, 1989 https://doi.org/10.1002/chin.198935352AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume20, Issue35August 29, 1989 RelatedInformation

Neokadsuranin, a Tetrahydrofuranoid Dibenzocyclooctadiene Lignan from Stems ofKadsura coccinea

A tetrahydrofuranoid dibenzocyclooctadiene lignan, which we name neokadsuranin, was isolated from the stems of Kadsura coccinea, collected in Kuangxi, China. The absolute configuration was elucidated by spectral analysis.

Triterpenoids from Roots and Stems ofKadsura coccinea

24-Methylenecycloartenone ( 1), kadsuric acid ( 2) and a new triterpenoid acid named coccinic acid ( 3A) were isolated from the ether soluble fraction of the dried roots and stems of KADSURA COCCINEA.