Waspergillamide A, a Nitro depsi-Tetrapeptide Diketopiperazine from an Australian Mud Dauber Wasp-Associated Aspergillus sp. (CMB-W031)

Quezada, Michelle, Shang, Zhuo, Kalansuriya, Pabasara, Salim, Angela A., Lacey, Ernest and Capon, Robert J. (2017) Waspergillamide A, a Nitro depsi-Tetrapeptide Diketopiperazine from an Australian Mud Dauber Wasp-Associated Aspergillus sp. (CMB-W031). Journal of Natural Products, 80 4: 1192-1195. doi:10.1021/acs.jnatprod.6b01062


Author Quezada, Michelle
Shang, Zhuo
Kalansuriya, Pabasara
Salim, Angela A.
Lacey, Ernest
Capon, Robert J.
Title Waspergillamide A, a Nitro depsi-Tetrapeptide Diketopiperazine from an Australian Mud Dauber Wasp-Associated Aspergillus sp. (CMB-W031)
Formatted title
Waspergillamide A, a Nitro depsi-Tetrapeptide Diketopiperazine from an Australian Mud Dauber Wasp-Associated Aspergillus sp. (CMB-W031)
Journal name Journal of Natural Products   Check publisher's open access policy
ISSN 1520-6025
0163-3864
Publication date 2017-04-28
Year available 2017
Sub-type Article (original research)
DOI 10.1021/acs.jnatprod.6b01062
Open Access Status Not yet assessed
Volume 80
Issue 4
Start page 1192
End page 1195
Total pages 4
Place of publication Washington, DC United States
Publisher American Chemical Society
Language eng
Subject 1602 Analytical Chemistry
1313 Molecular Medicine
3004 Pharmacology
3003 Pharmaceutical Science
3002 Drug Discovery
2707 Complementary and alternative medicine
1605 Organic Chemistry
Abstract Chemical profiling of extracts from a mud dauber wasp-associated fungus, Aspergillus sp. (CMB-W031), revealed a remarkably diverse array of secondary metabolites, with many biosynthetic gene clusters being transcriptionally responsive to specific culture conditions. Chemical fractionation of a jasmine rice cultivation yielded many known fungal metabolites, including the highly cytotoxic (−)-stephacidin B and an unprecedented nonribosomal peptide synthase derived nitro depsi-tetrapeptide diketopiperazine, waspergillamide A (1). All structures were assigned by detailed spectroscopic analysis and, where appropriate, chemical degradation and Marfey’s analysis.
Formatted abstract
Chemical profiling of extracts from a mud dauber wasp-associated fungus, Aspergillus sp. (CMB-W031), revealed a remarkably diverse array of secondary metabolites, with many biosynthetic gene clusters being transcriptionally responsive to specific culture conditions. Chemical fractionation of a jasmine rice cultivation yielded many known fungal metabolites, including the highly cytotoxic (−)-stephacidin B and an unprecedented nonribosomal peptide synthase derived nitro depsi-tetrapeptide diketopiperazine, waspergillamide A (1). All structures were assigned by detailed spectroscopic analysis and, where appropriate, chemical degradation and Marfey’s analysis.
Keyword Plant Sciences
Chemistry, Medicinal
Pharmacology & Pharmacy
Plant Sciences
Pharmacology & Pharmacy
Q-Index Code C1
Q-Index Status Provisional Code
Grant ID LP120100088
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
Institute for Molecular Bioscience - Publications
 
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Created: Mon, 29 May 2017, 01:00:46 EST by Web Cron on behalf of Institute for Molecular Bioscience