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Penibruguieramine A, a novel pyrrolizidine alkaloid from the endophytic fungus Penicillium sp. GD6 associated with Chinese mangrove Bruguiera gymnorrhiza.
Org Lett. 2014 Mar 07; 16(5):1390-3.OL

Abstract

A novel pyrrolizidine alkaloid, penibruguieramine A (1), characterized by an unprecedented 1-alkenyl-2-methyl-8-hydroxymethylpyrrolizidin-3-one skeleton, was isolated from the endophytic fungus Penicillium sp. GD6, associated with the Chinese mangrove Bruguiera gymnorrhiza. The absolute configuration of penibruguieramine A (1) was established by TDDFT ECD calculations of the vacuum and solution conformers, exploiting the transitions of the lactam chromophore. A plausible pathway for its biosynthesis has been proposed.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zhou ZF
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai 201203, People's Republic of China.
Kurtán T
No affiliation info available
Yang XH
No affiliation info available
Mándi A
No affiliation info available
Geng MY
No affiliation info available
Ye BP
No affiliation info available
Taglialatela-Scafati O
No affiliation info available
Guo YW
No affiliation info available

MeSH

Molecular StructurePenicilliumPyrrolizidine AlkaloidsRhizophoraceae

Pub Type(s)

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

Language

eng

PubMed ID

24533828

Citation

Zhou, Zhen-Fang, et al. "Penibruguieramine A, a Novel Pyrrolizidine Alkaloid From the Endophytic Fungus Penicillium Sp. GD6 Associated With Chinese Mangrove Bruguiera Gymnorrhiza." Organic Letters, vol. 16, no. 5, 2014, pp. 1390-3.
Zhou ZF, Kurtán T, Yang XH, et al. Penibruguieramine A, a novel pyrrolizidine alkaloid from the endophytic fungus Penicillium sp. GD6 associated with Chinese mangrove Bruguiera gymnorrhiza. Org Lett. 2014;16(5):1390-3.
Zhou, Z. F., Kurtán, T., Yang, X. H., Mándi, A., Geng, M. Y., Ye, B. P., Taglialatela-Scafati, O., & Guo, Y. W. (2014). Penibruguieramine A, a novel pyrrolizidine alkaloid from the endophytic fungus Penicillium sp. GD6 associated with Chinese mangrove Bruguiera gymnorrhiza. Organic Letters, 16(5), 1390-3. https://doi.org/10.1021/ol5001523
Zhou ZF, et al. Penibruguieramine A, a Novel Pyrrolizidine Alkaloid From the Endophytic Fungus Penicillium Sp. GD6 Associated With Chinese Mangrove Bruguiera Gymnorrhiza. Org Lett. 2014 Mar 7;16(5):1390-3. PubMed PMID: 24533828.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Penibruguieramine A, a novel pyrrolizidine alkaloid from the endophytic fungus Penicillium sp. GD6 associated with Chinese mangrove Bruguiera gymnorrhiza. AU - Zhou,Zhen-Fang, AU - Kurtán,Tibor, AU - Yang,Xiao-Hong, AU - Mándi,Attila, AU - Geng,Mei-Yu, AU - Ye,Bo-Ping, AU - Taglialatela-Scafati,Orazio, AU - Guo,Yue-Wei, Y1 - 2014/02/17/ PY - 2014/2/19/entrez PY - 2014/2/19/pubmed PY - 2014/6/10/medline SP - 1390 EP - 3 JF - Organic letters JO - Org Lett VL - 16 IS - 5 N2 - A novel pyrrolizidine alkaloid, penibruguieramine A (1), characterized by an unprecedented 1-alkenyl-2-methyl-8-hydroxymethylpyrrolizidin-3-one skeleton, was isolated from the endophytic fungus Penicillium sp. GD6, associated with the Chinese mangrove Bruguiera gymnorrhiza. The absolute configuration of penibruguieramine A (1) was established by TDDFT ECD calculations of the vacuum and solution conformers, exploiting the transitions of the lactam chromophore. A plausible pathway for its biosynthesis has been proposed. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/24533828/Penibruguieramine_A_a_novel_pyrrolizidine_alkaloid_from_the_endophytic_fungus_Penicillium_sp__GD6_associated_with_Chinese_mangrove_Bruguiera_gymnorrhiza_ DB - PRIME DP - Unbound Medicine ER -