Abstract

Eight new sterols (1–5 and 11–13), together with eight known compounds (6–10 and 14–16) were isolated from marine sponge Petrosia sp. The structures of these compounds were elucidated on the basis of extensive spectroscopic analysis. The cytotoxicity of some compounds against a panel of human cancer cell lines is also reported.

Highlights

  • As part of our on-going search for biologically active metabolites from marine organisms [1,2,3], we have investigated a sponge species belonging to the genus Petrosia (Strongylophora) collected from the Similan Island, Thailand

  • The MeOH extract of the frozen sponge was partitioned between EtOAc and H2 O, the EtOAc-soluble portion of the MeOH extract of Petrosia sp. exhibited significant cytotoxicity against various cancer cell lines (>67% inhibition of cell proliferation) at a concentration of 30 μg/mL

  • I (6), which was isolated of in this study and reported methyls, ten methylenes, eleven methines, and three quaternary carbons. These data established from the marine sponge Xestospongia testudinaria [22]

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Summary

Introduction

As part of our on-going search for biologically active metabolites from marine organisms [1,2,3], we have investigated a sponge species belonging to the genus Petrosia (Strongylophora) collected from the Similan Island, Thailand. Some exhibited significant biological effects such as cytotoxicity [9,10,12,19,20,21], neurotrophic [11], antifouling [22] and antimicrobial activities [21], inhibitions against proteasome [15], protein Tyrosine phosphate 1B [13], cholinesterase [18], as well as inhibitory effects of the receptor activator of nuclear factor κB ligand (RANKL) induced osteoclastogenesis [17]. We report the isolation and structure determination of eight new (1–5 and 11–13) and eight known (6–10 and 14–16) steroids from marine sponge Petrosia sp. The structures of eight new sterols have been established by extensive spectroscopic analysis, including 1D and 2D nuclear magnetic resonance (NMR) (distortionless enhancement by polarization transfer (DEPT), 1 H-1 H correlation spectroscopy (COSY), heteronuclear single quantum coherence (HSQC), heteronuclear multiple bond correlation (HMBC), and nuclear overhauser effect spectroscopy (NOESY)) spectroscopy

Results
C‐14 Cposition from δat
C31 H54 O35 of compound
H-1 H COSY together with the correlation between H-16 and CH -18 in the NOESY
General Experimental Procedures
Animal Material
Extraction and Isolation
Cytotoxicity Assays
Conclusions
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