Total Synthesis of Desmethyl Jahanyne and Its Lipo-Tetrapeptide Conjugates Derived from Parent Skeleton as BCL-2-Mediated Apoptosis-Inducing Agents

Kallepu, Shivakrishna ; Kavitha, Minnapuram ; Yeeravalli, Ragini ; Manupati, Kanakaraju ; Jadav, Surender Singh ; Das, Amitava ; Mainkar, Prathama S. ; Chandrasekhar, Srivari (2018) Total Synthesis of Desmethyl Jahanyne and Its Lipo-Tetrapeptide Conjugates Derived from Parent Skeleton as BCL-2-Mediated Apoptosis-Inducing Agents ACS Omega, 3 (1). pp. 63-75. ISSN 2470-1343

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Official URL: http://doi.org/10.1021/acsomega.7b01634

Related URL: http://dx.doi.org/10.1021/acsomega.7b01634

Abstract

The total synthesis of highly potent and scarcely available marine natural product (−)-jahanyne was attempted resulting in a solution-phase synthesis of pruned versions with comparable activity. A simple and facile synthetic route was employed for the preparation of pruned congeners and would be scalable. The lipophilic tail of the natural product was synthesized from R-(+)-citronellol, utilizing easily available chemicals. All the synthesized compounds were screened for apoptotic activity against a panel of cell lines. These compounds depicted marked binding to B cell lymphoma 2 till 50 °C in cellular thermal shift analysis.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:131297
Deposited On:06 Dec 2022 09:19
Last Modified:06 Dec 2022 09:19

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