Expanding the Strategies in Natural Product Studies of Marine-Derived Fungi: A Chemical Investigation of Penicillium Obtained from Deep Water Sediment

Jeffrey T. Gautschi; Taro Amagata; Akiko Amagata; Frederick A. Valeriote; Susan L. Mooberry; Phillip Crews

doi:10.1021/np030388m

Expanding the Strategies in Natural Product Studies of Marine-Derived Fungi: A Chemical Investigation of Penicillium Obtained from Deep Water Sediment

Jeffrey T. Gautschi, Taro Amagata, Akiko Amagata, Frederick A. Valeriote, Susan L. Mooberry, Phillip Crews

Research output: Contribution to journal › Article › peer-review

35 Scopus citations

Abstract

Three previously unknown pentaketides, (+)-formylanserinone B (3), (-)-epoxyserinone A (4), and (+)-epoxyserinone B (5), along with two known fungal pigments, anserinones A (1) and B (2), were isolated and identified from a deep water (-4380 ft), marine-derived saltwater fungal culture. Two other minor constituents, hydroxymethylanserinone B (6) and deoxyanserinone B (7), were also isolated, but not completely purified. The structures of 3-7, each expanding the dense functionalization of the anserinones, were determined by dereplication and spectroscopic analysis. Bioactivity was explored in two separate cell-based assays. Leukemia selectivity was greatest with 2 and 3, while 1-3 exhibited modest activity against the MDA-MB-435 cell line.

Original language	English (US)
Pages (from-to)	362-367
Number of pages	6
Journal	Journal of Natural Products
Volume	67
Issue number	3
DOIs	https://doi.org/10.1021/np030388m
State	Published - Mar 2004
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/np030388m

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title = "Expanding the Strategies in Natural Product Studies of Marine-Derived Fungi: A Chemical Investigation of Penicillium Obtained from Deep Water Sediment",

abstract = "Three previously unknown pentaketides, (+)-formylanserinone B (3), (-)-epoxyserinone A (4), and (+)-epoxyserinone B (5), along with two known fungal pigments, anserinones A (1) and B (2), were isolated and identified from a deep water (-4380 ft), marine-derived saltwater fungal culture. Two other minor constituents, hydroxymethylanserinone B (6) and deoxyanserinone B (7), were also isolated, but not completely purified. The structures of 3-7, each expanding the dense functionalization of the anserinones, were determined by dereplication and spectroscopic analysis. Bioactivity was explored in two separate cell-based assays. Leukemia selectivity was greatest with 2 and 3, while 1-3 exhibited modest activity against the MDA-MB-435 cell line.",

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doi = "10.1021/np030388m",

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AU - Amagata, Taro

AU - Amagata, Akiko

AU - Valeriote, Frederick A.

AU - Mooberry, Susan L.

AU - Crews, Phillip

PY - 2004/3

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AB - Three previously unknown pentaketides, (+)-formylanserinone B (3), (-)-epoxyserinone A (4), and (+)-epoxyserinone B (5), along with two known fungal pigments, anserinones A (1) and B (2), were isolated and identified from a deep water (-4380 ft), marine-derived saltwater fungal culture. Two other minor constituents, hydroxymethylanserinone B (6) and deoxyanserinone B (7), were also isolated, but not completely purified. The structures of 3-7, each expanding the dense functionalization of the anserinones, were determined by dereplication and spectroscopic analysis. Bioactivity was explored in two separate cell-based assays. Leukemia selectivity was greatest with 2 and 3, while 1-3 exhibited modest activity against the MDA-MB-435 cell line.

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Expanding the Strategies in Natural Product Studies of Marine-Derived Fungi: A Chemical Investigation of Penicillium Obtained from Deep Water Sediment

Abstract

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