title: Antifouling steroids from the South China Sea gorgonian coral Subergorgia suberosa.
abstract: Two new unusual cholestane derivatives, pentacyclic steroid 16,22-epoxy-20β,23S-dihydroxycholest-1-ene-3-one (1) and 20β,23S-dihydroxycholest-1-ene-3,22-dione (2), along with two new pregnane derivatives, 15β,17α-dihydroxypregna-4,6-diene-3,20-dione (3) and 11α-hydroxypregna-4-ene-3,6,20-trione (4), were isolated from the South China Sea gorgonian coral Subergorgia suberosa. Their structures were established based on the extensive analyses of 2D NMR, IR, and HRMS. Antifouling tests against Balanus amphitrite larvae settlement indicated that 1 and 2 exhibited inhibitory effect with EC50 values of 5.3, and 14.5 μg/mL, respectively.
authors.affiliation: College of Pharmacy, Jinan University, Guangzhou 510632, PR China.
authors.forename: Jun
authors.initials: J
authors.lastname: Zhang
authors.affiliation: Division of Life Science, School of Science, The Hong Kong University of Science and Technology, Hong Kong Special Administrative Region, PR China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Liang
authors.affiliation: Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
authors.forename: Kai-Ling
authors.initials: KL
authors.lastname: Wang
authors.affiliation: Department of Chemistry, Jinan University, Guangzhou 510632, PR China.
authors.forename: Xiao-Jian
authors.initials: XJ
authors.lastname: Liao
authors.affiliation: Department of Chemistry, Jinan University, Guangzhou 510632, PR China.
authors.forename: Zhou
authors.initials: Z
authors.lastname: Deng
authors.affiliation: College of Pharmacy, Jinan University, Guangzhou 510632, PR China; Department of Chemistry, Jinan University, Guangzhou 510632, PR China. Electronic address: txush@jnu.edu.cn.
authors.forename: Shi-Hai
authors.initials: SH
authors.lastname: Xu
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D057219:Biofouling / Q000517:prevention & control*; D002776:Cholestanes / Q000737:chemistry / Q000494:pharmacology; D002783:Cholestenones / Q000737:chemistry / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D007814:Larva / Q000187:drug effects / Q000254:growth & development; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D013058:Mass Spectrometry; D015394:Molecular Structure; D009792:Oceans and Seas; D011241:Prednisone / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology; D011244:Pregnadienediols / Q000737:chemistry / Q000494:pharmacology; D011278:Pregnanes / Q000737:chemistry / Q000494:pharmacology; D013053:Spectrophotometry; D013237:Stereoisomerism; D013256:Steroids / Q000737:chemistry* / Q000494:pharmacology*; D001468:Thoracica / Q000187:drug effects / Q000254:growth & development
chemical_list: C000590998:11-hydroxypregna-4-ene-3,6,20-trione; C000590997:15,17-dihydroxypregna-4,6-diene-3,20-dione; C000590995:16,22-epoxy-20,23-dihydroxycholest-1-ene-3-one; C000590996:20,23-dihydroxycholest-1-ene-3,22-dione; D002776:Cholestanes; D002783:Cholestenones; D011244:Pregnadienediols; D011278:Pregnanes; D013256:Steroids; D011241:Prednisone
keywords: 20β,23S-Dihydroxycholest; Antifouing; Gorgonian coral; Pentacyclic steroid; Subergorgia suberosa