Antibacterial and Antitumor Activities of Biscoumarin and Dihydropyran Derivatives
Yun-Peng Sui,
Hai-Ru Huo,
Jia-Jia Xin,
Jing Li,
Xiao-Jun Li,
Xin-Liang Du,
Hai Ma,
Hai-Yu Zhou,
Hong-Dan Zhan,
Zhu-Ju Wang,
Chun Li,
Feng Sui,
Ming-Kai Li
Affiliations
Yun-Peng Sui
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Hai-Ru Huo
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Jia-Jia Xin
Department of Blood Transfusion, Xijing Hospital, the Fourth Military Medical University, Xi’an 710032, China
Jing Li
The Key Laboratory for Surface Engineering and Remanufacturing in Shaanxi Province, School of Chemical Engineering, Xi’an University, Xi’an 710065, China
Xiao-Jun Li
The Key Laboratory for Surface Engineering and Remanufacturing in Shaanxi Province, School of Chemical Engineering, Xi’an University, Xi’an 710065, China
Xin-Liang Du
Graduate School of China Academy of Chinese Medical Sciences, Beijing 100700, China
Hai Ma
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Hai-Yu Zhou
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Hong-Dan Zhan
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Zhu-Ju Wang
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Chun Li
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Feng Sui
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
Ming-Kai Li
Department of Pharmacology, School of Pharmacy, the Fourth Military Medical University, Xi’an 710032, China
A novel series of biscoumarin (1–4) and dihydropyran (5–13) derivatives were synthesized via a one-pot multicomponent condensation reaction and evaluated for antibacterial and antitumor activity in vitro. The X-ray crystal structure analysis of four representative compounds, 3, 7, 9 and 11, confirmed the structures of these compounds. Compounds 1–4 showed the most potent antitumor activity among the total 13 derivatives; especially for compounds 1 and 2, they also emerged as promising antibacterial members with better antibacterial activity. In addition, the results of density functional theory (DFT) showed that compared with compounds 3 and 4, biscoumarins 1 and 2 had lower intramolecular hydrogen bonds (HB) energy in their structures.
