Journal of Guangxi Normal University(Natural Science Edition) ›› 2023, Vol. 41 ›› Issue (6): 150-157.doi: 10.16088/j.issn.1001-6600.2023041802

Previous Articles     Next Articles

Secondary Metabolites and Its Hypoglycemic of Endophytic Fungus Penicillium sp. GXIMD00006 Derived from the Bruguiera gymnorrhiza

XIAO Ze'en1,2, ZOU Sihua1,2, JIANG Jiao1,2, LUO Haimei1,2, HUANG Xishan3, LIU Yonghong1,2, TAN Zhen1,2*   

  1. 1. Institute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning Guangxi 530200, China;
    2. Guangxi Key Laboratory of Marine Drugs (Guangxi University of Chinese Medicine), Nanning Guangxi 530200, China;
    3. School of Chemistry and Pharmacy, Guangxi Normal University, Guilin Guangxi 541004, China
  • Received:2023-04-18 Revised:2023-05-12 Published:2023-12-04

PDF (PC)

5

Abstract: In order to explore the hypoglycemic effect of endophytic fungi from the mangrove Bruguiera gymnorrhiza, the endophytic fungus Penicillium sp. GXIMD00006 was fermented and isolated by various column chromatography techniques. By using MS, NMR and literature comparison,11 compounds were identified as (+)-sclerotiorin (1), sclerotioramine (2), isochromophilone VIII (3), terretonin (4), terretonin A (5), chrodrimanin A (6), chrodrimanin B (7), chrodrimanin E (8), (22E,24R)-3β,5α-dihydroxy-ergosta-7, 22-dien-6-one (9), erogosterol (10) and ergosterol peroxide (11). Besides, terretonin (4) and terretonin A (5) were first isolated from the Penicillium sp. The α-glucosidase inhibitory effects showed that (+)-sclerotiorin (1) had significant inhibitory activity with IC50 of 3.30 μmol/L, which indicated that the secondary metabolites of endophytic fungi from the Bruguiera gymnorrhiza had the potential to be developed into new α-glucosidase inhibitors.

Key words: endophytic fungus, secondary metabolites, Bruguiera gymnorrhiza, azaphilones, α-glucosidase inhibitors, hypoglycemic

CLC Number:  R284
[1] Internationa Diabetes Federation. IDF diabetes atlas 2022 reports[R/OL].[2023-03-20]https://diabetesatlas.org/2022-reports/.
[2] 中华医学会糖尿病学分会. 中国2型糖尿病防治指南(2020年版)(上)[J].中国实用内科杂志, 2021, 41(8): 668-695. DOI: 10.19538/j.nk2021080106.
[3] 中华医学会糖尿病学分会. 中国2型糖尿病防治指南(2020年版)(下)[J].中国实用内科杂志, 2021, 41(9): 757-784. DOI: 10.19538/j.nk2021090106.
[4] 邓世明. 海南常用中草药名录[M]. 北京:中国科学技术出版社, 2006: 61-62.
[5] 谢蕾卉, 侯小涛, 邓家刚, 等. 木榄化学成分和药理活性研究进展[J]. 中国实验方剂学杂志, 2018, 24(21): 225-234. DOI: 10.13422/j.cnki.syfjx.20181713.
[6] YAO J E, SHEN M R, YI X X, et al. A new 8-hydroxy-quercetagetin glycoside from the hypocotyls of mangrove Bruguiera gymnorrhiza[J]. Chemistry of Natural Compounds, 2017, 53(1): 33-35. DOI: 10.1007/s10600-017-1904-8.
[7] REDDY A R K, GRACE J R. Anticancer activity of methanolic extracts of selected mangrove plants[J]. International Journal of Pharmaceutical Sciences and Research, 2016, 7(9): 3852-3856. DOI: 10.13040/IJPSR.0975-8232.7(9).3852-56.
[8] SAMARAKOON S R, SHANMUGANATHAN C, EDIRIWEERA M K, et al. Screening of fifteen mangrove plants found in Sri Lanka for in-vitro cytotoxic properties on breast (MCF-7) and hepatocellular carcinoma (HepG2) cells[J]. European Journal of Medicinal Plants, 2016, 14(4): 1-11. DOI: 10.9734/ejmp/2016/26107.
[9] MAHMUD I, ZILANI M N H, BISWAS N N, et al. Bioactivities of Bruguiera gymnorrhiza and profiling of its bioactive polyphenols by HPLC-DAD[J]. Clinical Phytoscience, 2017, 3(1): 11. DOI: 10.1186/s40816-017-0048-5.
[10] 李晶. 木榄内生真菌的分离鉴定及其次级代谢产物的研究[D]. 镇江:江苏科技大学, 2014.
[11] 吴颖楠, 佘志刚. 南海红树林内生真菌Aspergillus versicolor ZJ-ML1两个新的次级代谢产物研究[J]. 黄冈师范学院学报, 2019, 39(3): 32-36. DOI: 10.3969/j.issn.1003-8078.2019.03.07.
[12] 肖泽恩, 黄锡山, 韦蔚烜, 等. 北海红树林内生真菌Aspergillus sp.GXIMD00016的抗炎次级代谢产物[J]. 中山大学学报(自然科学版), 2022, 61(6):69-73. DOI: 10.13471/j.cnki.acta.snus.2022E006.
[13] 肖泽恩, 林少娥, 佘志刚, 等. 海南红树林内生真菌Aspergillus sp. HNY16-5C的含氮类次级代谢产物[J]. 中山大学学报(自然科学版)(中英文), 2022, 61(4): 65-69. DOI: 10.13471/j.cnki.acta.snus.2021C013.
[14] WU N N, HOU X M, WEI M Y, et al. Antifungal and antibacterial activities of azaphilones from the gorgonian-derived Penicillium sclerotiorum fungus[J]. Chemistry of Natural Compounds, 2019, 55(3): 549-551. DOI: 10.1007/s10600-019-02739-y.
[15] YANG D J, TOMODA H, TABATA N, et al. New isochromophilones Ⅶ and Ⅷ produced by Penicillium sp. FO-4164[J]. Journal of Antibiotics, 1996, 49(3): 223-229. DOI: 10.7164/antibiotics.49.223.
[16] MCINTYRE C R, REED D, SADLER I H, et al. 1H and 13C N.m.r. spectral assignment studies of terretonin, a toxic meroterpenoid metabolite of Aspergillus terreus[J]. Cheminform, 1990, 21(8): 1987-1990. DOI: 10.1002/chin.199008300.
[17] LI G Y, LI B G, YANG T, et al. Sesterterpenoids, terretonins A-D, and an alkaloid, asterrelenin, from Aspergillus terreus[J]. Journal of Natural Products, 2005, 68: 1243-1246. DOI: 10.1021/np0501738.
[18] GUO J, RAN H M, ZENG J, et al. Tafuketide, a phylogeny-guided discovery of a new polyketide from Talaromyces funiculosus Salicorn 58[J]. Applied Microbiology and Biotechnology, 2016, 100(12): 5323-5338. DOI: 10.1007/s00253-016-7311-4.
[19] WEI M Y, CHEN G Y, WANG Y, et al. Isolation, 1H, 13C NMR assignments, and crystal structure of chrodrimanin B from a marine fungus Aspergillus sp.[J]. Chemistry of Natural Compounds, 2011, 47, 571-574. DOI: 10.1007/s10600-011-9997-y.
[20] HAYASHI H, OKA Y, KAI K, et al. New chrodrimanin congeners, chro-drimanins D-H, from YO-2 of Talaromyces sp.[J]. Bioscience, Biotechnology, and Biochemistry, 2012, 76(9), 1765-1768. DOI: 10.1271/bbb.120365.
[21] 胡晓峰, 柴海全, 贾林川, 等. 一株太子参内生真菌Aspergillus terreus TZS-201607中抗肿瘤活性代谢产物研究[J]. 天然产物研究与开发, 2021, 33(7): 1156-1164. DOI: 10.16333/j.1001-6880.2021.7.010.
[22] 王歆竹, 刘佳, 周德雄, 等. 短指软珊瑚Sinularia sp.内生真菌Ta31-2代谢产物研究[J]. 广西师范大学学报(自然科学版), 2014, 32(1): 87-90. DOI:10.16088/j.issn.1001-6600.2014.01.015.
[1] LIU Meiyu, ZHANG Jinyan, ZHOU Tongxi, LIAO Guangfeng, YANG Xinzhou, LU Rumei. A New C21 Steroidal Glycoside from Gymnema sylvestre and Its Hypoglycemic Activity [J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(5): 96-104.
[2] YANG Rui-yun, HUANG Zhong-jing, SHAO Chang-lun, LI Jun, SHE Zhi-gang, LIN Yong-cheng. Metabolites of Brown Alga Endophytic Fungus (No.ZZF36) from the South China Sea [J]. Journal of Guangxi Normal University(Natural Science Edition), 2010, 28(2): 53-56.
Viewed
Full text


Abstract

Cited
  Shared   
  Discussed   
[1] DONG Shulong, MA Jiangming, XIN Wenjie. Research Progress and Trend of Landscape Visual Evaluation —Knowledge Atlas Analysis Based on CiteSpace[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(5): 1 -13 .
[2] MA Qianran, WEI Duqu. Chaos Prediction of a Motor System with Two Linearly Coupled Reservoir Computers[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 1 -7 .
[3] YAN Minxiu, JIN Qisen. Construction of Multi-dimensional Chaotic Systems and Its Multi-channel Adaptive Control[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 8 -21 .
[4] ZHAO Wei, TIAN Shuai, ZHANG Qiang, WANG Yaoshen, WANG Sibo, SONG Jiang. Fritillaria ussuriensis Maxim Detection Model Based on Improved YOLOv5[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 22 -32 .
[5] GAO Fei, GUO Xiaobin, YUAN Dongfang, CAO Fujun. Improved PINNs Method for Solving the Convective Dominant Diffusion Equation with Boundary Layer[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 33 -50 .
[6] ZHOU Qiao, ZHAI Jiangtao, JIA Dongsheng, SUN Haoxiang. A Web Attack Detection Method Based on Convolutional Gated Recurrent Neural Network[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 51 -61 .
[7] LIN Wancong, HAN Mingjie, JIN Ting. Multi-level Argument Position Classification Method via Data Augmentation[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 62 -69 .
[8] WEN Xueyan, GU Xunkai, LI Zhen, HUANG Yinglai, HUANG Helin. Study of Idiom Reading Comprehension Methods Integrating Interpretation and Bidirectional Interaction[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 70 -79 .
[9] SONG Guanwu, CHEN Zhiming, LI Jianjun. Remote Sensing Image Classification with Cascade Attention Based on ResNet-50[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 80 -91 .
[10] XU Ziyu, WU Keqing. Uniqueness of Positive Solutions for Caputo Fractional Differential Systems[J]. Journal of Guangxi Normal University(Natural Science Edition), 2023, 41(6): 92 -104 .
Copyright © Journal of Guangxi Normal University(Natural Science Edition), All Rights Reserved.
Tel: 0773-5857325　E-mail: gxsdzkb@mailbox.gxnu.edu.cn
Powered by Beijing Magtech Co. Ltd