Neopetrocyclamines A and B, Polycyclic Diamine Alkaloids from the Sponge Neopetrosia cf exigua
Author(s) -
Zhibin Liang,
Florian J. Sulzmaier,
Wesley Y. Yoshida,
Michelle Kelly,
Joe W. Ramos,
Philip G. Williams
Publication year - 2015
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/np500759r
Subject(s) - moiety , stereochemistry , exigua , sponge , chemistry , ring (chemistry) , formamidinium , biology , organic chemistry , spodoptera , botany , biochemistry , perovskite (structure) , gene , recombinant dna
Two new polycyclic alkaloids, neopetrocyclamines A and B (1 and 2), along with the known metabolites papuamine (3) and haliclonadiamine (4), were isolated from the Indonesian sponge Neopetrosia cf exigua. Neopetrocyclamine A contains a formamidinium moiety, a rare functional group. While these compounds share the same basic biosynthetic building blocks, the size of the ring system differs in 1 and 2 because of the formamidinium moiety. Biological evaluations of 1-4 revealed that papuamine is cytotoxic against glioblastoma SF-295 cells (GI50 = 0.8 μM).
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