Literature DB >> 23214963

Ivorenolide A, an unprecedented immunosuppressive macrolide from Khaya ivorensis: structural elucidation and bioinspired total synthesis.

Bo Zhang1, Yao Wang, Sheng-Ping Yang, Yu Zhou, Wen-Bin Wu, Wei Tang, Jian-Ping Zuo, Ying Li, Jian-Min Yue.   

Abstract

Ivorenolide A (1), a novel 18-membered macrolide featuring conjugated acetylenic bonds and five chiral centers, was isolated from Khaya ivorensis. The structure of 1 was fully determined by spectroscopic analysis, single-crystal X-ray diffraction, and bioinspired total synthesis. Both compound 1 and its synthetic enantiomer 2 showed potent and selective immunosuppressive activity.

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Year:  2012        PMID: 23214963     DOI: 10.1021/ja310482z

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Synthesis of 1,3-Diynes via Cadiot-Chodkiewicz Coupling of Volatile, in Situ Generated Bromoalkynes.

Authors:  Phil C Knutson; Haleigh E Fredericks; Eric M Ferreira
Journal:  Org Lett       Date:  2018-10-17       Impact factor: 6.005

2.  Limonoids from the fruits of Khaya ivorensis.

Authors:  Kai-Long Ji; Shang-Gao Liao; Xiao-Ling Zheng; Zhi Na; Hua-Bin Hu; Ping Zhang; You-Kai Xu
Journal:  Molecules       Date:  2014-03-07       Impact factor: 4.411

3.  Synthesis and biological activities of petrosiols B and D.

Authors:  Jialin Geng; Qidong Ren; Caizhu Chang; Xinni Xie; Jun Liu; Yuguo Du
Journal:  RSC Adv       Date:  2019-04-01       Impact factor: 3.361

Review 4.  Variation on a theme: the structures and biosynthesis of specialized fatty acid natural products in plants.

Authors:  Samuel Scott; Edgar B Cahoon; Lucas Busta
Journal:  Plant J       Date:  2022-07-18       Impact factor: 7.091

5.  Discovery of four modified classes of triterpenoids delineated a metabolic cascade: compound characterization and biomimetic synthesis.

Authors:  Bin Zhou; Xin-Hua Gao; Min-Min Zhang; Cheng-Yu Zheng; Hong-Chun Liu; Jian-Min Yue
Journal:  Chem Sci       Date:  2021-06-18       Impact factor: 9.825

  5 in total

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