An efficient total synthesis of a natural Penipanoid A. (2nd February 2022)

• Record Type: Journal Article
• Authors: Reddy, A. Satyanarayana; Reddy, V. Krishna; Rao, G. Nageswara; Basavaiah, K.
• Is Part Of: Tetrahedron letters. Volume 90(2022)
• Publication Date: 2022-02-02
• Subjects: 1, 2, 4-Triazoles -- Penicillium Aneum SD-44 -- Oxamides -- Alkyl aryl carboxylates -- Cytotoxic -- Anti-microbial; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2021.153612
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Natural products with heterocyclic core units are ample and widespread in nature, with many compounds exhibiting promising therapeutic properties. Penipanoid A (1 ) is a triazole based natural product isolated from the marine sediment derived fungus Penicillium Aneum SD-44 and exhibits the cytotoxicity and antimicrobial activity. Structurally, it features a 1, 2, 4-triazole motif. Herein, we report an efficient total synthesis of Penipanoid A (1 ) by a multi-component reaction involving formation of a triazole ring system as the key fragment starting from 4-methoxyphenyl acetic acid. Deprotection of the methoxy protected compound 2 provided the required natural product 1 .