Total Synthesis of Isohericerinol A and Its Analogues to Access Their Potential Neurotrophic Effects
- Authors
- Vishwanath, Manjunatha; Chaudhary, Chhabi Lal; Park, Yunjeong; Viji, Mayavan; Jung, Chanhyun; Lee, Kwanghee; Sim, Jaeuk; Hong, Seong Min; Yoon, Da Hye; Lee, Dae Hee; Lee, Jae Kang; Lee, Heesoon; Lee, Mi Kyeong; Kim, Sun Yeou; Jung, Jae-Kyung
- Issue Date
- Aug-2022
- Publisher
- AMER CHEMICAL SOC
- Citation
- JOURNAL OF ORGANIC CHEMISTRY, v.87, no.16, pp.10836 - 10847
- Journal Title
- JOURNAL OF ORGANIC CHEMISTRY
- Volume
- 87
- Number
- 16
- Start Page
- 10836
- End Page
- 10847
- URI
- https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/85566
- DOI
- 10.1021/acs.joc.2c01096
- ISSN
- 0022-3263
- Abstract
- The secondary metabolites from Hericium erinaceus are well-known to have neurotrophic and neuroprotective effects. Isohericerinol A (1), isolated by our colleagues from its fruiting parts has a strong ability to increase the nerve growth factor secretion in C6 glioma cells. The current work describes the total synthesis of 1 and its regioisomer 5 in a few steps. We present two different approaches to 1 and a regiodivergent approach for both 1 and 5 by utilizing easily accessible feedstocks. Interestingly, the natural product 1, regioisomer 5, and their intermediates exhibited potent neurotrophic activity in in vitro experimental systems. Thus, these synthetic strategies provide access to a systematic structure-activity relationship study of natural product 1.
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Collections - 약학대학 > 약학과 > 1. Journal Articles
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