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Chaetoglobosin Vb from endophytic Chaetomium globosum: absolute configuration of chaetoglobosins.
Chirality. 2012 Aug; 24(8):668-74.C

Abstract

One new cytochalasan alkaloid, chaetoglobosin V(b) (1), together with two structurally related known compounds, chaetoglobosin V (2) and chaetoglobosin G (3), was isolated from the ethyl acetate extract of a culture of the endophytic fungus Chaetomium globosum, associated with the leaves of Ginkgo biloba tree. The structures of the isolated compounds were elucidated by spectroscopic methods including 1D and 2D NMR and mass spectrometry. The absolute configuration of chaetoglobosin V(b) (1) was established by means of electronic circular dichroism (CD) spectroscopy, on the basis of the comparison between the CD spectrum of (+)-1 with that calculated with time-dependent density functional theory method for a simplified model. The correlation between compounds 1-3 was demonstrated by a biomimetic transformation of chaetoglobosin G (3) under mild conditions in chaetoglobosins V and V(b) (1 and 2). The isolated metabolites were tested against some phytopathogens.

Authors+Show Affiliations

Shaanxi Engineering Center of Bioresource Chemistry & Sustainable Utilization, College of Science, Northwest A&F University, Yangling, People's Republic of China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22593034

Citation

Xue, Min, et al. "Chaetoglobosin Vb From Endophytic Chaetomium Globosum: Absolute Configuration of Chaetoglobosins." Chirality, vol. 24, no. 8, 2012, pp. 668-74.
Xue M, Zhang Q, Gao JM, et al. Chaetoglobosin Vb from endophytic Chaetomium globosum: absolute configuration of chaetoglobosins. Chirality. 2012;24(8):668-74.
Xue, M., Zhang, Q., Gao, J. M., Li, H., Tian, J. M., & Pescitelli, G. (2012). Chaetoglobosin Vb from endophytic Chaetomium globosum: absolute configuration of chaetoglobosins. Chirality, 24(8), 668-74. https://doi.org/10.1002/chir.22068
Xue M, et al. Chaetoglobosin Vb From Endophytic Chaetomium Globosum: Absolute Configuration of Chaetoglobosins. Chirality. 2012;24(8):668-74. PubMed PMID: 22593034.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Chaetoglobosin Vb from endophytic Chaetomium globosum: absolute configuration of chaetoglobosins. AU - Xue,Min, AU - Zhang,Qiang, AU - Gao,Jin-Ming, AU - Li,He, AU - Tian,Jun-Mian, AU - Pescitelli,Gennaro, Y1 - 2012/05/17/ PY - 2012/02/03/received PY - 2012/04/12/accepted PY - 2012/5/18/entrez PY - 2012/5/18/pubmed PY - 2013/3/30/medline SP - 668 EP - 74 JF - Chirality JO - Chirality VL - 24 IS - 8 N2 - One new cytochalasan alkaloid, chaetoglobosin V(b) (1), together with two structurally related known compounds, chaetoglobosin V (2) and chaetoglobosin G (3), was isolated from the ethyl acetate extract of a culture of the endophytic fungus Chaetomium globosum, associated with the leaves of Ginkgo biloba tree. The structures of the isolated compounds were elucidated by spectroscopic methods including 1D and 2D NMR and mass spectrometry. The absolute configuration of chaetoglobosin V(b) (1) was established by means of electronic circular dichroism (CD) spectroscopy, on the basis of the comparison between the CD spectrum of (+)-1 with that calculated with time-dependent density functional theory method for a simplified model. The correlation between compounds 1-3 was demonstrated by a biomimetic transformation of chaetoglobosin G (3) under mild conditions in chaetoglobosins V and V(b) (1 and 2). The isolated metabolites were tested against some phytopathogens. SN - 1520-636X UR - https://www.unboundmedicine.com/medline/citation/22593034/Chaetoglobosin_Vb_from_endophytic_Chaetomium_globosum:_absolute_configuration_of_chaetoglobosins_ L2 - https://doi.org/10.1002/chir.22068 DB - PRIME DP - Unbound Medicine ER -