Polyketides from the Deep-Sea-Derived Fungus Talaromyces indigoticus FS688 and Their Cytotoxicites

doi:10.6023/cjoc202204030

Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (9): 2975-2980.DOI: 10.6023/cjoc202204030 Previous Articles Next Articles

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深海来源篮状菌Talaromyces indigoticus FS688中聚酮化合物及其细胞毒性

李明琼^a^,^b, 黄惠彬^a^,^b, 陈玉婵^b, 李赛妮^b, 刘昭明^b, 王彦林^c, 章卫民^b^,^*(), 高晓霞^a^,^*()

a 广东药科大学药学院广州 510006
b 广东省科学院微生物研究所华南应用微生物国家重点实验室广东省菌种保藏与应用重点实验室广州 510070
c 中国科学院南海海洋研究所南海生态环境工程创新研究院边缘海与大洋地质重点实验室广州 510301

收稿日期:2022-04-12 修回日期:2022-05-27 发布日期:2022-06-08
通讯作者: 章卫民, 高晓霞
基金资助:
国家自然科学基金(41906106); 国家自然科学基金(31272087); 广东省海洋经济发展专项基金(GDNRC [2021]054); 国家自然科学基金委员会共享航次计划(41849906); 国家自然科学基金委员会共享航次计划(41949906); 该航次(航次编号: NORC2019-06, NORC2020-06)由“嘉庚”号科考船实施

Polyketides from the Deep-Sea-Derived Fungus Talaromyces indigoticus FS688 and Their Cytotoxicites

Mingqiong Li^a^,^b, Huibin Huang^a^,^b, Yuchan Chen^b, Saini Li^b, Zhaoming Liu^b, Yanlin Wang^c, Weimin Zhang^b(), Xiaoxia Gao^a()

a School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou 510006
b Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, State Key Laboratory of Applied Microbiology Southern China, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070
c Key Laboratory of Ocean and Marginal Sea Geology, Innovation Academy of South China Sea Ecology and Environmental Engineering, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301

Received:2022-04-12 Revised:2022-05-27 Published:2022-06-08
Contact: Weimin Zhang, Xiaoxia Gao
Supported by:
National Natural Science Foundation of China(41906106); National Natural Science Foundation of China(31272087); Guangdong Provincial Special Fund for Marine Economic Development Project(GDNRC [2021]054); Shiptime Sharing Project of National Natural Science Foundation of China(41849906); Shiptime Sharing Project of National Natural Science Foundation of China(41949906); Data and samples were collected onboard of R/V "JiaGeng" implementing the open research cruise NORC2019-06 and NORC2020-06

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Abstract

The chemical investigation of the deep-sea-derived fungus Talaromyces indigoticus FS688 led to the isolation of three new polyketides together with five known compounds. Their structures were determined by comprehensive spectroscopic analysis and the absolute configurations were evaluated by theoretical electrostatic circular chroism (ECD) calculations. Among them, 5-methylhexahydrofuro[2,3-b]furan-2-yl-ethan-1-ol (2) exhibited significant cytotoxicity against the four tested human tumor cell lines (SF-268, MCF-7, HepG-2 and A549) with the IC₅₀ values in the range of 0.18~0.53 µmol/L.

Key words: Talaromyces, deep-sea-derived fungus, polyketide, spectroscopic analysis, cytotoxicity

Cite this article

Mingqiong Li, Huibin Huang, Yuchan Chen, Saini Li, Zhaoming Liu, Yanlin Wang, Weimin Zhang, Xiaoxia Gao. Polyketides from the Deep-Sea-Derived Fungus Talaromyces indigoticus FS688 and Their Cytotoxicites[J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2975-2980.

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Fig. & Tab. 5

Figure 1. Chemical structures of 1~8

Figure 2. Key COSY (red bold) and HMBC (blue arrows) correaltions of 1~3

Figure 3. Calculated ECD spectra of 1/2 and their experimental plots

Figure 4. Key NOESY correlations of 2 and 3

Compd.	IC₅₀±SD/(µmol•L^–1)
Compd.	SF-268	MCF-7	HepG-2	A549
1	>100	>100	>100	>100
2	0.18±0.0073	0.35±0.032	0.22±0.029	0.31±0.0081
3	33±2.6	53±14	54±2.4	58±1.7
Doxorubicin^a	1.74±0.020	1.73±0.045	1.88±0.080	1.77±0.070

Table 3. Cytotoxicity results of 1~3

References 15

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深海来源篮状菌Talaromyces indigoticus FS688中聚酮化合物及其细胞毒性

Polyketides from the Deep-Sea-Derived Fungus Talaromyces indigoticus FS688 and Their Cytotoxicites

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