Isoquinoline Alkaloids and Their Antiviral, Antibacterial, and Antifungal Activities and Structure-activity Relationship

Author(s): Zhi-Xing Qing , Peng Yang , Qi Tang , Pi Cheng , Xiu-Bin Liu , Ya-jie Zheng , Yi-Song Liu* , Jian-Guo Zeng* .

Journal Name: Current Organic Chemistry

Volume 21 , Issue 18 , 2017

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Abstract:

Background & Objective: The emergence of multidrug-resistant virus, bacteria and fungi has created an urgent need for the development of novel antibiotic drugs from natural products with different mechanism of action. Therefore, in this review, seventeen types of isoquinoline alkaloids, including benzyltetrahydroisoquinoline, benzylisoquinoline, bisbenzylisoquinoline, aporphine, tetrahydroprotoberberine, N-methyltetrahydroprotoberberine, protoberberine, protopine, benzophenanthridine, dihydrobenzophenanthridine, pavine, cularine, phthalideiso-quinoline, spirobenzylisoquinoline, promorphine, morphine and ipecac, were screened and regarded as an attractive target for the discovery of new antiviral, antibacterial and antifungal lead compounds or agents.

Method: Notably, sixteen types of alkaloids were biosynthesized from the central precursor benzyltetrahydroisoquinoline in herbal medicine. Finally, the antiviral and antimicrobial activities of 210 isoquinoline alkaloids were uncovered and the structure-activity relationships were also summarized.

Conclusion: The quaternary nitrogen and the methylenedioxy at C-2 and C-3 played an important role in increasing the antiviral, antibacterial and antifungal activity of N-methyltetrahydroprotoberberine, protoberberine and benzophenanthridine alkaloids.

Keywords: Isoquinoline alkaloids, antiviral, antibacterial, antifungal, antimicrobial, structure-activity relationship, HIV.

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Article Details

VOLUME: 21
ISSUE: 18
Year: 2017
Page: [1920 - 1934]
Pages: 15
DOI: 10.2174/1385272821666170207114214
Price: $58

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