Structures and cytotoxic evaluation of new and known acyclic Ene-Ynes from an American Samoa Petrosia sp. Sponge.
Four new compounds, (-)-petrosynoic acids A-D (1-4), and five known congeners, pellynols A (5), C (6), D (7), F (8), and I (9), were isolated from a Petrosia sp. marine sponge collected in American Samoa. Isolation work was guided by cytotoxicity against human lung cancer cells (H460). The structures of the C31-C33 polyacetylenes (1-9) were determined on the basis of 1D- and 2D-NMR analysis, mass spectrometry, and comparison of specific rotation values. Compounds 1-9 were found to be broadly cytotoxic with limited selectivity for cancer cells, as they were all moderately active against the A2058 (melanoma), H522-T1 (lung), and H460 (lung) human cancer cell lines as well as IMR-90 quiescent human fibroblast cells.
Department of Chemistry and Biochemistry, University of California, Santa Cruz, California 95064, USA.
Eric J
EJ
Mejia
Lindsay B
LB
Magranet
Nicole J
NJ
De Voogd
Karen
K
Tendyke
Dayong
D
Qiu
Young Yongchun
YY
Shen
Zhongrui
Z
Zhou
Phillip
P
Crews
D018948:American Samoa; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D047130:Petrosia / Q000737:chemistry*; D053279:Polyynes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
D000970:Antineoplastic Agents; D053279:Polyynes