Citation: Mei Xiangui, Wang Liping, Wang Dongyang, Fan Jie, Zhu Weiming. Polycyclic Tetramate Macrolactams from the Marine-Derived Actinoalloteichus cyanogriseus WH1-2216-6[J]. Chinese Journal of Organic Chemistry, ;2017, 37(9): 2352-2360. doi: 10.6023/cjoc201703048 shu

Polycyclic Tetramate Macrolactams from the Marine-Derived Actinoalloteichus cyanogriseus WH1-2216-6

a.
Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003
b.
State Key Laborataory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014

Corresponding author: Zhu Weiming, weimingzhu@ouc.edu.cn
Received Date: 28 March 2017
Revised Date: 27 April 2017
Available Online: 10 September 2017
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 81561148012, 41376148) and the National Natural Science Foundation of China-Guangdong Fund Joint Project (No. U1501221)the National Natural Science Foundation of China-Guangdong Fund Joint Project U1501221the National Natural Science Foundation of China 81561148012the National Natural Science Foundation of China 41376148

Figures(3)

From the fermentation broth of the marine-derived Actinoalloteichus cyanogriseus WH1-2216-6, a new 5, 5, 6-polycyclic tetramate macrolactam (PTM) named 16-hydroxymaltophilin (1) was isolated and identified along with five known analouges, dihydromaltophilin (2), 4-deoxydihydromaltophilin (3), maltophilin (4), xanthobaccin C (5) and FI-2 (6), by means of UV-guided isolation as well as the spectroscopic identification. The cytotoxicities of compounds 1~5 were tested against the human normal hepatic cell line (L-02) and the seven human cancer cell lines, A549, MCF-7, Jurkat, BXPC-3, HCT-116, PANC-1 and K562. The results showed that compounds 1~5 were active against the above human cancer cell lines with the IC₅₀ values of 0.1~9.7 μmol·L^-1, among which the new compound 1 was the lowest toxic to L-02 cell and the most selective to Jurkat, HCT-116 and BXPC-3 cells with the selection index (SI) of 31.5, 41.4 and 52.4, respectively. The antifungal activities of 1~6 against Aspergillus fumigatus AF293 were also tested by two-fold dilution method. Compounds 2 and 4 were active against A. fumigatus AF293 with the minimum inhibitory concentration (MIC) values of 3.04 and 6.12 μmol·L^-1, respectively. To the best of our knowledge, this is the first time to report the antifungal activity of 5, 5, 6-PTMs against A. fumigatus AF293. Apart from the cytotoxicity of compounds 2 and 3 against A549 and MCF-7 tumor cells lines, the other cytotoxicities were reported here for the first time, indicating the potential use of PTMs as the antitumor and antifungal lead compounds against A. fumigatus.
- polycyclic tetramate macrolactams,
- Actinoalloteichus cyanogriseus,
- antitumor,
- antifugus
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