New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor

Marwa Elsbaey; Chiaki Tanaka; Tomofumi Miyamoto

doi:10.1016/j.phytol.2019.04.023

New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor

Marwa Elsbaey, Chiaki Tanaka, Tomofumi Miyamoto

Pharmaceutical Health Care and Sciences

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

2 Citations (Scopus)

Abstract

Two new oxoindolo diterpene epimers, anthcolorin G 1 and anthcolorin H 2, nine new meroterpenes, (7R,8R)-8-hydroxysydowic acid 4, (7S,10S)-10-hydroxy-sydowic acid 5, (7S,11R)-12-hydroxy-sydowic acid 6, (7S,11R)-12-acetoxy-sydowic acid 7, (7R,8R)-1,8-epoxy-11-hydroxy-sydonic acid 9, 7-deoxy-7,14-didehydro-11-hydroxy-sydonic acid 11, 7-deoxy-7,14-didehydro-12-acetoxy-sydonic acid 14, and (E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid 15, (7R)-11-hydroxy-sydonic acid methyl ester 18, and a benzoic acid derivative, isolated for the first time from a natural source, 3-hydroxy-4-(1-oxo-ethane)benzoic acid 10, in addition to twelve known compounds were isolated from the solid rice culture of the endophytic fungus Aspergillus versicolor. Their structures were determined by one- and two-dimensional NMR spectroscopy, high resolution electrospray ionization mass and circular dichroism spectra. Their cytotoxic activity was evaluated using Hela cells.

Original language	English
Pages (from-to)	70-76
Number of pages	7
Journal	Phytochemistry Letters
Volume	32
DOIs	https://doi.org/10.1016/j.phytol.2019.04.023
Publication status	Published - Aug 2019

All Science Journal Classification (ASJC) codes

Biotechnology
Biochemistry
Agronomy and Crop Science
Plant Science

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title = "New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor",

abstract = "Two new oxoindolo diterpene epimers, anthcolorin G 1 and anthcolorin H 2, nine new meroterpenes, (7R,8R)-8-hydroxysydowic acid 4, (7S,10S)-10-hydroxy-sydowic acid 5, (7S,11R)-12-hydroxy-sydowic acid 6, (7S,11R)-12-acetoxy-sydowic acid 7, (7R,8R)-1,8-epoxy-11-hydroxy-sydonic acid 9, 7-deoxy-7,14-didehydro-11-hydroxy-sydonic acid 11, 7-deoxy-7,14-didehydro-12-acetoxy-sydonic acid 14, and (E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid 15, (7R)-11-hydroxy-sydonic acid methyl ester 18, and a benzoic acid derivative, isolated for the first time from a natural source, 3-hydroxy-4-(1-oxo-ethane)benzoic acid 10, in addition to twelve known compounds were isolated from the solid rice culture of the endophytic fungus Aspergillus versicolor. Their structures were determined by one- and two-dimensional NMR spectroscopy, high resolution electrospray ionization mass and circular dichroism spectra. Their cytotoxic activity was evaluated using Hela cells.",

author = "Marwa Elsbaey and Chiaki Tanaka and Tomofumi Miyamoto",

year = "2019",

month = aug,

doi = "10.1016/j.phytol.2019.04.023",

language = "English",

volume = "32",

pages = "70--76",

journal = "Phytochemistry Letters",

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AU - Elsbaey, Marwa

AU - Tanaka, Chiaki

AU - Miyamoto, Tomofumi

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N2 - Two new oxoindolo diterpene epimers, anthcolorin G 1 and anthcolorin H 2, nine new meroterpenes, (7R,8R)-8-hydroxysydowic acid 4, (7S,10S)-10-hydroxy-sydowic acid 5, (7S,11R)-12-hydroxy-sydowic acid 6, (7S,11R)-12-acetoxy-sydowic acid 7, (7R,8R)-1,8-epoxy-11-hydroxy-sydonic acid 9, 7-deoxy-7,14-didehydro-11-hydroxy-sydonic acid 11, 7-deoxy-7,14-didehydro-12-acetoxy-sydonic acid 14, and (E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid 15, (7R)-11-hydroxy-sydonic acid methyl ester 18, and a benzoic acid derivative, isolated for the first time from a natural source, 3-hydroxy-4-(1-oxo-ethane)benzoic acid 10, in addition to twelve known compounds were isolated from the solid rice culture of the endophytic fungus Aspergillus versicolor. Their structures were determined by one- and two-dimensional NMR spectroscopy, high resolution electrospray ionization mass and circular dichroism spectra. Their cytotoxic activity was evaluated using Hela cells.

AB - Two new oxoindolo diterpene epimers, anthcolorin G 1 and anthcolorin H 2, nine new meroterpenes, (7R,8R)-8-hydroxysydowic acid 4, (7S,10S)-10-hydroxy-sydowic acid 5, (7S,11R)-12-hydroxy-sydowic acid 6, (7S,11R)-12-acetoxy-sydowic acid 7, (7R,8R)-1,8-epoxy-11-hydroxy-sydonic acid 9, 7-deoxy-7,14-didehydro-11-hydroxy-sydonic acid 11, 7-deoxy-7,14-didehydro-12-acetoxy-sydonic acid 14, and (E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid 15, (7R)-11-hydroxy-sydonic acid methyl ester 18, and a benzoic acid derivative, isolated for the first time from a natural source, 3-hydroxy-4-(1-oxo-ethane)benzoic acid 10, in addition to twelve known compounds were isolated from the solid rice culture of the endophytic fungus Aspergillus versicolor. Their structures were determined by one- and two-dimensional NMR spectroscopy, high resolution electrospray ionization mass and circular dichroism spectra. Their cytotoxic activity was evaluated using Hela cells.

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