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Lipovelutibols A–D: Cytotoxic Lipopeptaibols from the Himalayan Cold Habitat Fungus Trichoderma velutinum

Author:
Singh, Varun Pratap, Yedukondalu, Nalli, Sharma, Vandana, Kushwaha, Manoj, Sharma, Richa, Chaubey, Asha, Kumar, Anil, Singh, Deepika, Vishwakarma, Ram A.
Source:
Journal of natural products 2018 v.81 no.2 pp. 219-226
ISSN:
1520-6025
Subject:
Trichoderma, amino acids, anticarcinogenic activity, cell lines, cytotoxicity, fungi, habitats, moieties, neoplasm cells, neoplasms, nuclear magnetic resonance spectroscopy, stereochemistry
Abstract:
Four novel lipovelutibols A (1), B (2), C (3), and D (4) containing six amino acid residues with leucinol at the C-terminus and a fatty acyl moiety (n-octanoyl) at its N-terminus were isolated from the psychrotrophic fungus Trichoderma velutinum collected from the Himalayan cold habitat. The structures (1–4) were determined by NMR and MS/MS, and the stereochemistry of amino acids by Marfey’s method. Lipopeptaibols 2 and 4 were found to contain d-isovaline, a nonproteinogenic amino acid, but lacked α-aminoisobutyric acid, characteristic of peptaibols. Cytotoxic activity of 2 and 4 was observed against HL-60, LS180, MDA-MB-231, and A549 cancer cell lines.
Agid:
6042963