The aignopsanes, a new class of sesquiterpenes from selected chemotypes of the sponge Cacospongia mycofijiensis.
A survey of individual specimens of northern Papua New Guinea derived Cacospongia mycofijiensis has yielded novel sesquiterpenes, aignopsanoic acid A (1), methyl aignopsanoate A (2), and isoaignopsanoic acid A (3). The structures and absolute configurations of 1-3 were established using NMR data, X-ray crystallography results, and an analysis of CD properties. Two of these metabolites, 1 and 2, were moderately active against Trypanosoma brucei, the parasite responsible for sleeping sickness.
Johnson
Tyler A
TA
Department of Chemistry and Biochemistry & Institute for Marine Sciences, University of California, Santa Cruz, California 95064, USA.
Amagata
Taro
T
Sashidhara
Koneni V
KV
Oliver
Allen G
AG
Tenney
Karen
K
Matainaho
Teatulohi
T
Ang
Kenny Kean-Hooi
KK
McKerrow
James H
JH
Crews
Phillip
P
D000818:Animals; D018360:Crystallography, X-Ray; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010219:Papua New Guinea; D021261:Parasitic Sensitivity Tests; D011161:Porifera / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification* / Q000494:pharmacology; D014346:Trypanosoma brucei brucei / Q000187:drug effects; D014353:Trypanosomiasis, African / Q000188:drug therapy
D012717:Sesquiterpenes; C540379:aignopsanoic acid A; C540380:methyl aignopsanoate A