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Heliotropamide, a novel oxopyrrolidine-3-carboxamide from Heliotropium ovalifolium.
J Nat Prod. 2003 Dec; 66(12):1550-3.JN

Abstract

Heliotropamide (1), a new alkaloid with a novel oxopyrrolidine-3-carboxamide central moiety, has been isolated as the major product of the dicholoromethane extract of Heliotropium ovalifolium aerial parts. Its structure was elucidated by spectrometric methods including ESI-HR, EI, D/CI mass spectrometry, (1)H, (13)C, and 2D NMR experiments, and chemical derivatization. Neither heliotropamide nor its acetylated derivative (1a) showed any antifungal activity against Cladosporium cucumerinum and Candida albicans, antibacterial activity against Bacillus subtilis, radical-scavenging properties in the DPPH test, or inhibitory potential toward acetylcholinesterase.

Authors+Show Affiliations

Guntern A
Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 Lausanne, Switzerland.
Ioset JR
No affiliation info available
Queiroz EF
No affiliation info available
Sándor P
No affiliation info available
Foggin CM
No affiliation info available
Hostettmann K
No affiliation info available

MeSH

AlkaloidsAnti-Bacterial AgentsAntifungal AgentsBacillus subtilisCandida albicansCholinesterase InhibitorsCladosporiumFree Radical ScavengersHeliotropiumMicrobial Sensitivity TestsMolecular StructureNuclear Magnetic Resonance, BiomolecularPlants, MedicinalPyrrolidinesZimbabwe

Pub Type(s)

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

Language

eng

PubMed ID

14695794

Citation

Guntern, A, et al. "Heliotropamide, a Novel Oxopyrrolidine-3-carboxamide From Heliotropium Ovalifolium." Journal of Natural Products, vol. 66, no. 12, 2003, pp. 1550-3.
Guntern A, Ioset JR, Queiroz EF, et al. Heliotropamide, a novel oxopyrrolidine-3-carboxamide from Heliotropium ovalifolium. J Nat Prod. 2003;66(12):1550-3.
Guntern, A., Ioset, J. R., Queiroz, E. F., Sándor, P., Foggin, C. M., & Hostettmann, K. (2003). Heliotropamide, a novel oxopyrrolidine-3-carboxamide from Heliotropium ovalifolium. Journal of Natural Products, 66(12), 1550-3.
Guntern A, et al. Heliotropamide, a Novel Oxopyrrolidine-3-carboxamide From Heliotropium Ovalifolium. J Nat Prod. 2003;66(12):1550-3. PubMed PMID: 14695794.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Heliotropamide, a novel oxopyrrolidine-3-carboxamide from Heliotropium ovalifolium. AU - Guntern,A, AU - Ioset,J-R, AU - Queiroz,E F, AU - Sándor,P, AU - Foggin,C M, AU - Hostettmann,K, PY - 2003/12/30/pubmed PY - 2004/3/26/medline PY - 2003/12/30/entrez SP - 1550 EP - 3 JF - Journal of natural products JO - J Nat Prod VL - 66 IS - 12 N2 - Heliotropamide (1), a new alkaloid with a novel oxopyrrolidine-3-carboxamide central moiety, has been isolated as the major product of the dicholoromethane extract of Heliotropium ovalifolium aerial parts. Its structure was elucidated by spectrometric methods including ESI-HR, EI, D/CI mass spectrometry, (1)H, (13)C, and 2D NMR experiments, and chemical derivatization. Neither heliotropamide nor its acetylated derivative (1a) showed any antifungal activity against Cladosporium cucumerinum and Candida albicans, antibacterial activity against Bacillus subtilis, radical-scavenging properties in the DPPH test, or inhibitory potential toward acetylcholinesterase. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/14695794/Heliotropamide_a_novel_oxopyrrolidine_3_carboxamide_from_Heliotropium_ovalifolium_ DB - PRIME DP - Unbound Medicine ER -