2014Natural Product ResearchRequires access

New 19-oxygenated steroid from the South China Sea gorgonian Dichotella gemmacea

Fei Cao, Haiyan Liu, Jie Zhao, Yuchun Fang, Chang‐Yun Wang

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Abstract

A new 19-oxygenated steroid, 25-acetate-nebrosteroid K (1), and five known steroids (2-6), along with one known 19-hydroxy steroidal glycoside (7) were obtained from the gorgonian Dichotella gemmacea collected from the South China Sea. The structure and relative configuration of 1 were elucidated by using comprehensive spectroscopic data including NOESY spectra. Compound 1 represents the first example of 19-oxygenated steroid with a 19-oic acid methyl ester group isolated from gorgonians. All of the isolated compounds were evaluated for lethal activity to brine shrimp Artemia salina and cytotoxicity against A549 and HL-60 cell lines. Among them, 1 showed strong lethality towards A. salina.

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What this paper is about

A new 19-oxygenated steroid, 25-acetate-nebrosteroid K (1), and five known steroids (2-6), along with one known 19-hydroxy steroidal glycoside (7) were obtained from the gorgonian Dichotella gemmacea collected from the South China Sea. The structure and relative configuration of 1 were elucidated by using comprehensive spectroscopic data including NOESY spectra. Compound 1 represents the first example of 19-oxygenated steroid with a 19-oic acid methyl ester group isolated from gorgonians. All of the isolated compounds were evaluated for lethal activity to brine shrimp Artemia salina and cytotoxicity against A549 and HL-60 cell lines. Among them, 1 showed strong lethality towards A. salina.

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Available abstract

A new 19-oxygenated steroid, 25-acetate-nebrosteroid K (1), and five known steroids (2-6), along with one known 19-hydroxy steroidal glycoside (7) were obtained from the gorgonian Dichotella gemmacea collected from the South China Sea. The structure and relative configuration of 1 were elucidated by using comprehensive spectroscopic data including NOESY spectra. Compound 1 represents the first example of 19-oxygenated steroid with a 19-oic acid methyl ester group isolated from gorgonians. All of the isolated compounds were evaluated for lethal activity to brine shrimp Artemia salina and cytotoxicity against A549 and HL-60 cell lines. Among them, 1 showed strong lethality towards A. salina.

Key concepts: Gorgonian, Artemia salina, Brine shrimp, Steroid, Two-dimensional nuclear magnetic resonance spectroscopy, Stereochemistry, Glycoside, Cytotoxicity

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New 19-oxygenated steroid from the South China Sea gorgonian Dichotella gemmacea — Research Paper | ScholarLens