Polyketides with IDH1 R132h and PTP1B Inhibitory Activities from the Desert-plant-derived Fungus Sp. HM 134

Overview

Journal Front Microbiol

Specialty Microbiology

Date 2022 Oct 17

PMID 36246217

Authors

Zhuang Li

Lu Meng

Qingyun Ma

Zhen Wang

Youxing Zhao

Duqiang Luo

Affiliations

Soon will be listed here.

Abstract

Five new polyketides named alternafurones A () and B (), alternapyrones M-O (-), together with fourteen known ones (-), were isolated from the desert-plant-derived fungus sp. HM 134. The structures of the new compounds were elucidated from spectroscopic data and ECD spectroscopic analyses. Alternafurones A and B represent polyketides with an unprecedented 6/5/6 skeleton core. Compounds , and showed definite inhibitory activities against isocitrate dehydrogenase 1 gene (IDH1 R132h) with IC values of 29.38, 19.41 and 14.14 μg/ml, respectively. Seven compounds (, , -, ) showed potent protein tyrosine phosphatase 1B (PTP1B) inhibitory activity with IC values ranging from 0.97 μg/ml to 89.80 μg/ml.

Citing Articles

Composition and Biodiversity of Culturable Endophytic Fungi in the Roots of Alpine Medicinal Plants in Xinjiang, China.

Hou M, Zhu J, Leng C, Huang X, Yang M, Yin Y J Fungi (Basel). 2025; 11(2).

PMID: 39997407 PMC: 11856231. DOI: 10.3390/jof11020113.

References

Yang H, Qi B, Ding N, Jiang F, Jia F, Luo Y . Polyketides from Alternaria alternata MT-47, an endophytic fungus isolated from Huperzia serrata. Fitoterapia. 2019; 137:104282. DOI: 10.1016/j.fitote.2019.104282. View

Chen Y, Liu C, Kumaravel K, Nan L, Tian Y . Two New Sulfate-Modified Dibenzopyrones With Anti-foodborne Bacteria Activity From Sponge-Derived Fungus sp. SCSIOS02F49. Front Microbiol. 2022; 13:879674. PMC: 9128073. DOI: 10.3389/fmicb.2022.879674. View

Pang X, Lin X, Wang P, Zhou X, Yang B, Wang J . Perylenequione Derivatives with Anticancer Activities Isolated from the Marine Sponge-Derived Fungus, sp. SCSIO41014. Mar Drugs. 2018; 16(8). PMC: 6117713. DOI: 10.3390/md16080280. View

Zhang Z . Mechanistic studies on protein tyrosine phosphatases. Prog Nucleic Acid Res Mol Biol. 2003; 73:171-220. DOI: 10.1016/s0079-6603(03)01006-7. View

Khamthong N, Rukachaisirikul V, Tadpetch K, Kaewpet M, Phongpaichit S, Preedanon S . Tetrahydroanthraquinone and xanthone derivatives from the marine-derived fungus Trichoderma aureoviride PSU-F95. Arch Pharm Res. 2012; 35(3):461-8. DOI: 10.1007/s12272-012-0309-2. View

Xiao J, Zhang Q, Gao Y, Tang J, Zhang A, Gao J . Secondary metabolites from the endophytic Botryosphaeria dothidea of Melia azedarach and their antifungal, antibacterial, antioxidant, and cytotoxic activities. J Agric Food Chem. 2014; 62(16):3584-90. DOI: 10.1021/jf500054f. View

Xu J, Hu Y, Qu W, Chen M, Zhou L, Bi Q . Cytotoxic and neuroprotective activities of constituents from Alternaria alternate, a fungal endophyte of Psidium littorale. Bioorg Chem. 2019; 90:103046. DOI: 10.1016/j.bioorg.2019.103046. View

Jiao P, Gloer J, Campbell J, Shearer C . Altenuene derivatives from an unidentified freshwater fungus in the family Tubeufiaceae. J Nat Prod. 2006; 69(4):612-5. PMC: 2527179. DOI: 10.1021/np0504661. View

Tian J, Fu L, Zhang Z, Dong X, Xu D, Mao Z . Dibenzo-α-pyrones from the endophytic fungus Alternaria sp. Samif01: isolation, structure elucidation, and their antibacterial and antioxidant activities. Nat Prod Res. 2016; 31(4):387-396. DOI: 10.1080/14786419.2016.1205052. View

10.

He J, Wang C, Yang L, Chen G, Hu D, Guo L . A Pair of New Polyketide Enantiomers from Three Endolichenic Fungal Strains Nigrospora sphaerica, Alternaria alternata, and Phialophora sp. Nat Prod Commun. 2016; 11(6):829-31. View

11.

Zhao S, Tian K, Li Y, Ji W, Liu F, Khan B . Enantiomeric Dibenzo-α-Pyrone Derivatives from ZHJG5 and Their Potential as Agrochemicals. J Agric Food Chem. 2020; 68(51):15115-15122. DOI: 10.1021/acs.jafc.0c04106. View

12.

Song X, Zhou X, Li Y, Huang L, Chen C, Gao Y . Two new cephalochromin derivative from the sp. ZG22. Nat Prod Res. 2019; 35(20):3370-3375. DOI: 10.1080/14786419.2019.1700248. View

13.

Bruhn T, Schaumloffel A, Hemberger Y, Bringmann G . SpecDis: quantifying the comparison of calculated and experimental electronic circular dichroism spectra. Chirality. 2013; 25(4):243-9. DOI: 10.1002/chir.22138. View

14.

Meng X, Mao Z, Lou J, Xu L, Zhong L, Peng Y . Benzopyranones from the endophytic fungus Hyalodendriella sp. Ponipodef12 and their bioactivities. Molecules. 2012; 17(10):11303-14. PMC: 6268909. DOI: 10.3390/molecules171011303. View

15.

Yang C, Wu H, Liu C, Zhang X, Guo Z, Chen Y . Bialternacins A-F, Aromatic Polyketide Dimers from an Endophytic Alternaria sp. J Nat Prod. 2019; 82(4):792-797. DOI: 10.1021/acs.jnatprod.8b00705. View

16.

Gondim D, Gener M, Curless K, Cohen-Gadol A, Hattab E, Cheng L . Determining IDH-Mutational Status in Gliomas Using IDH1-R132H Antibody and Polymerase Chain Reaction. Appl Immunohistochem Mol Morphol. 2018; 27(10):722-725. DOI: 10.1097/PAI.0000000000000702. View

17.

Song B, Li L, Shang H, Liu Y, Yu M, Ding G . Trematosphones A and B, Two Unique Dimeric Structures from the Desert Plant Endophytic Fungus Trematosphaeria terricola. Org Lett. 2019; 21(7):2139-2142. DOI: 10.1021/acs.orglett.9b00454. View

18.

Lu X, Tang X, Wang H, Huang W, Feng W, Feng B . Polyketone metabolites isolated from Rhodiola tibetica endohytic fungus Alternaria sp. HJT-Y7 and their SARS-CoV-2 virus inhibitory activitives. Bioorg Chem. 2021; 116:105309. PMC: 8402999. DOI: 10.1016/j.bioorg.2021.105309. View

19.

Kimura Y, Shiojima K, Nakajima H, Hamasaki T . Structure and Biological Activity of Plant Growth Regulators Produced by Penicillium sp. No. 31f. Biosci Biotechnol Biochem. 2016; 56(7):1138-9. DOI: 10.1271/bbb.56.1138. View

20.

Jin P, Zuo W, Guo Z, Mei W, Dai H . Metabolites from the endophytic fungus Penicillium sp. FJ-1 of Ceriops tagal. Yao Xue Xue Bao. 2014; 48(11):1688-91. View