Salmahyrtisol A, a novel cytotoxic sesterterpene from the Red Sea sponge Hyrtios erecta.
The lipophilic partition of a methanol extract of the Red Sea sponge Hyrtios erecta yielded a novel pentacyclic sesterterpene ester salmahyrtisol A (1), three new scalarane-type sesterterpenes, 3-acetyl sesterstatin 1 (3), 19-acetyl sesterstatin 3 (4), and salmahyrtisol B (5), together with the previously reported sesterterpenes hyrtiosal (2), scalarolide (6), and salmahyrtisol C (7). The structure determination was based on extensive NMR studies and high-resolution mass spectral measurements. In addition, salmahyrtisol A has a previously unknown pentacyclic carbon skeleton. The new compounds show significant cytotoxicity to murine leukemia (P-388), human lung carcinoma (A-549), and human colon carcinoma (HT-29). A biosynthetic relationship between 1 and 2 is briefly discussed.
Youssef
Diaa T A
DT
Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt.
Yamaki
Rodney K
RK
Kelly
Michelle
M
Scheuer
Paul J
PJ
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D003110:Colonic Neoplasms; D004354:Drug Screening Assays, Antitumor; D004534:Egypt; D006801:Humans; D019156:Indian Ocean; D020128:Inhibitory Concentration 50; D007941:Leukemia P388; D008175:Lung Neoplasms; D013058:Mass Spectrometry; D051379:Mice; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000970:Antineoplastic Agents; D013729:Terpenes; C449742:salmahyrtisol A