title: Bisindole alkaloids of the topsentin and hamacanthin classes from a marine sponge Spongosorites sp.
abstract: Seven new (1 and 3-8) and seven known (2 and 9-14) bisindole alkaloids of the topsentin and hamacanthin classes were isolated from the MeOH extract of a marine sponge Spongosorites sp. by bioactivity-guided fractionation. The structure of compound 7 is a revision from our previous report. The planar structures were established on the basis of NMR and MS spectroscopic analyses. Configurations of these compounds were defined by NMR spectroscopy and optical rotation. It is noteworthy that both R and S isomers were isolated for the hamacanthins (1-4, 9, 10, 15, and 16), while a single stereoisomer was isolated for dihydrohamacanthins (5, 11-14, 17, and 18). Compounds 1-4, 6, and 8-14 showed marginal cytotoxicity against five human solid tumor cell lines, and compound 2 showed weak antibacterial activity against clinically isolated methicillin-resistant strains.
authors.affiliation: College of Pharmacy, Pusan National University, Busan 609-735, Korea.
authors.forename: Baoquan
authors.initials: B
authors.lastname: Bao
authors.forename: Qishi
authors.initials: Q
authors.lastname: Sun
authors.forename: Xinsheng
authors.initials: X
authors.lastname: Yao
authors.forename: Jongki
authors.initials: J
authors.lastname: Hong
authors.forename: Chong-O
authors.initials: CO
authors.lastname: Lee
authors.forename: Hee Young
authors.initials: HY
authors.lastname: Cho
authors.forename: Jee H
authors.initials: JH
authors.lastname: Jung
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007093:Imidazoles / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D026121:Indole Alkaloids / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D007211:Indoles / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D007723:Korea; D008386:Marine Biology; D016106:Methicillin Resistance / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D011719:Pyrazines / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D007093:Imidazoles; D026121:Indole Alkaloids; D007211:Indoles; D011719:Pyrazines; C070184:topsentin; C091314:hamacanthine B