Isolation and Structure of Bryostatins 12 and 13

George Pettit, John E. Leet, Cherry L. Herald, Yoshiaki Kamano, Fred E. Boettner, Lubomir Baczynskyj, Ronald A. Nieman

Research output: Contribution to journalArticle

51 Scopus citations

Abstract

Bryostatins 12 (4, 3.7 mg) and 13 (5, 0.7 mg) were isolated from ~1000 kg of the marine bryozoan Bugula neritina (Linnaeus) found in the Eastern Pacific Ocean (California). The new bryostatins led to strong cell growth inhibitory (PS cell line ED500.014 and 0.0054 μg/mL) and antineoplastic activity (for bryostatin 12, a 47-68% increase in life extension at 30–50 μg/kg) against the marine P388 lymphocytic leukemia (PS system). In addition to the previously known constituents (bryostatins 1–3) of Bugula neritina from this ocean area the presence of bryostatins 8 (13.2 mg) and 9 (16.4 mg) was also established. A detailed series of 1H-1H-1 COSY, 2D-J-resolved,1H-13C 2D-shift correlated, and 1H-[lH] NOE difference1H NMR experiments combined with13C NMR and SP-SIMS studies were employed to elucidate the structures of bryostatins 12 and 13.

Original languageEnglish (US)
Pages (from-to)2854-2860
Number of pages7
JournalJournal of Organic Chemistry
Volume52
Issue number13
DOIs
StatePublished - Jun 1 1987

ASJC Scopus subject areas

  • Organic Chemistry

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    Pettit, G., Leet, J. E., Herald, C. L., Kamano, Y., Boettner, F. E., Baczynskyj, L., & Nieman, R. A. (1987). Isolation and Structure of Bryostatins 12 and 13. Journal of Organic Chemistry, 52(13), 2854-2860. https://doi.org/10.1021/jo00389a037