Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

doi:10.1007/s13659-020-00288-4

Natural Products and Bioprospecting ›› 2021, Vol. 11 ›› Issue (1): 111-118.DOI: 10.1007/s13659-020-00288-4

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Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

Ming Chen^1,2, Jia-Qing Cao¹, Wen-Jing Wang^1,2, Ni-Ping Li^1,2, Yan Wu^1,2, Lei Wang^1,2, Wen-Cai Ye^1,2

1 Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, People's Republic of China;
2 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, People's Republic of China

Received:2020-09-25 Revised:2020-11-13 Online:2021-03-11 Published:2021-02-24
Contact: Lei Wang, Wen-Cai Ye
Supported by:
This work was supported by the National Key R&D Program of China (No. 2017YFC1703800), the Program for the National Natural Science Foundation of China (Nos. 81822042, 81630095), the Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program (2017BT01Y036), KeyArea Research and Development Program of Guangdong Province (2020B1111110004), and the High-performance Computing Platform of Jinan University.

Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

Ming Chen^1,2, Jia-Qing Cao¹, Wen-Jing Wang^1,2, Ni-Ping Li^1,2, Yan Wu^1,2, Lei Wang^1,2, Wen-Cai Ye^1,2

1 Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, People's Republic of China;
2 Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, People's Republic of China

通讯作者: Lei Wang, Wen-Cai Ye
基金资助:
This work was supported by the National Key R&D Program of China (No. 2017YFC1703800), the Program for the National Natural Science Foundation of China (Nos. 81822042, 81630095), the Local Innovative and Research Teams Project of Guangdong Pearl River Talents Program (2017BT01Y036), KeyArea Research and Development Program of Guangdong Province (2020B1111110004), and the High-performance Computing Platform of Jinan University.

Abstract

Abstract: Myrcauones A-D (1-4), four new phloroglucinol-terpene adducts were isolated from the leaves of Myrciaria caulifl ora. Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 1 was a rearranged isobutylphloroglucinol-pinene adduct featuring an unusual 2,3,4,4a,10,11-hexahydro-1H-3,11a-methanodibenzo[b,f]oxepin backbone. Compound 4 showed moderate antibacterial activity against Gram-positive bacteria including multiresistant strains.

Key words: Myrciaria caulifl ora, Phloroglucinol-terpene adducts, Antibacterial activity

摘要： Myrcauones A-D (1-4), four new phloroglucinol-terpene adducts were isolated from the leaves of Myrciaria caulifl ora. Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 1 was a rearranged isobutylphloroglucinol-pinene adduct featuring an unusual 2,3,4,4a,10,11-hexahydro-1H-3,11a-methanodibenzo[b,f]oxepin backbone. Compound 4 showed moderate antibacterial activity against Gram-positive bacteria including multiresistant strains.

关键词: Myrciaria caulifl ora, Phloroglucinol-terpene adducts, Antibacterial activity

Ming Chen, Jia-Qing Cao, Wen-Jing Wang, Ni-Ping Li, Yan Wu, Lei Wang, Wen-Cai Ye. Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora[J]. Natural Products and Bioprospecting, 2021, 11(1): 111-118.

Ming Chen, Jia-Qing Cao, Wen-Jing Wang, Ni-Ping Li, Yan Wu, Lei Wang, Wen-Cai Ye. Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora[J]. 应用天然产物, 2021, 11(1): 111-118.

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Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

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