Abstract
Three new carboxylic acid derivatives, pestallic acids F and G (1 and 2), pestalotiopyrone N (3), and a new diphenylketone derivative named neopestalone (5) were obtained from the liquid cultures of marine alga-derived endophytic fungus Pestalotiopsis neglecta SCSIO41403, along with six known compounds (4, 6–10). The structures of those new compounds were elucidated mainly by analysis of their NMR and MS data. The isolated compounds were evaluated for their anti-Dengue virus and COX-2 inhibitory activities, and two diphenylketone derivatives (5 and 6) exhibited obvious COX-2 inhibitory activities, with the IC50 values being 5.8 and 3.4 μM, respectively.
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 12 print issues and online access
$259.00 per year
only $21.58 per issue
Rent or buy this article
Prices vary by article type
from$1.95
to$39.95
Prices may be subject to local taxes which are calculated during checkout
References
Gunatilaka AAL. Natural products from plant-associated microorganisms: distribution, structural diversity, bioactivity, and implications of their occurrence. J Nat Prod. 2006;69:509–26.
Tan RX, Zou WX. Endophytes: a rich source of functional metabolites. Nat Prod Rep. 2001;18:448–59.
Strobel GA. Endophytes as sources of bioactive products. Microbes Infect. 2003;5:535–44.
Zhang Q, et al. Anti-inflammatory action of ambuic acid, a natural product isolated from the solid culture of Pestalotiopsis neglecta, through blocking ERK/JNK mitogen-activated protein kinase signaling pathway. Exp Ther Med. 2018;16:1538–46.
Xu J, et al. Chromones from the endophytic fungus Pestalotiopsis sp. isolated from the chinese mangrove plant Rhizophora mucronata. J Nat Prod. 2009;72:662–5.
Liu S, et al. Cytotoxic 14-membered macrolides from a mangrove-derived endophytic fungus, Pestalotiopsis microspora. J Nat Prod. 2016;79:2332–40.
Liu L, et al. Chloropupukeananin, the first chlorinated pupukeanane derivative, and Iits precursors from Pestalotiopsis fici. Org Lett. 2008;10:1397–400.
Ding G, Liu SC, Guo LD, Zhou YG, Che YS. Antifungal metabolites from the plant endophytic fungus Pestalotiopsis foedan. J Nat Prod. 2008;71:615–8.
Deyrup ST, Swenson DC, Gloer JB, Wicklow DT. Caryophyllene sesquiterpenoids from a fungicolous isolate of Pestalotiopsis disseminata. J Nat Prod. 2006;69:608–11.
Kumaran RS, Kim HJ, Hur B-K. Taxol promising fungal endophyte, Pestalotiopsis species isolated from Taxus cuspidata. J Biosci Bioeng. 2010;110:541–6.
Venkatasubbaiah P, Van Dyke CG, Chilton WS. Phytotoxins produced by Pestalotiopsis oenotherae, a pathogen of evening primrose. Phytochemistry. 1991;30:1471–4.
Cueto M, et al. Pestalone, a new antibiotic produced by a marine fungus in response to bacterial challenge. J Nat Prod. 2001;64:1444–6.
Zhang GJ, et al. Diterpenes and sesquiterpenes with anti-Coxsackie virus B3 activity from the stems of Illicium jiadifengpi. Tetrahedron. 2014;70:4494–9.
Zhang GJ, et al. Meroterpenoids with diverse ring systems from the sponge-associated fungus Alternaria sp. JJY-32. J Nat Prod. 2013;76:1946–57.
Hirota A, Morimitsu Y, Hojo H. New antioxidative indophenol-reducing phenol compounds isolated from the Mortierella sp. fungus. Biosci Biotechnol Biochem. 1997;61:647–50.
Ren H, Tian L, Gu QQ, Zhu WM. Secalonic acid D; a cytotoxic constituent from marine lichen-derived fungus Gliocladium sp. T31. Arch Pharm Res. 2006;29:59–63.
Yao XG, et al. Q63, a novel DENV2 RdRp non-nucleoside inhibitor, inhibited DENV2 replication and infection. J Pharm Sci. 2018;138:247–56.
Wan YH, Wu WY, Guo SX, He SJ, Tang XD, Wu XY, et al. [1,2,4]Triazolo[1,5-a]pyrimidine derivative (Mol-5) is a new NS5-RdRp inhibitor of DENV2 proliferation and DENV2-induced inflammation. Acta Pharmacol Sin. 2019. https://doi.org/10.1038/s41401-019-0316-7.
Fang W, et al. Asperpyrone-type bis-naphtho-pyrones with COX-2-inhibitory activities from marine-derived fungus Aspergillus niger. Molecules. 2016;21:941.
Acknowledgements
This work was supported by grants from the Drug Innovation Major Project of China (2018ZX09735001-002003), National Natural Science Foundation of China (81973235, 21772210, 21977102), and Guangdong Basic and Applied Basic Research Foundation (2019B151502042 and 2018A0303130219) and National Key Research and Development Program of China (2019YFC0312503). We are grateful to the analytical facilities (Z. Xiao, A. Sun, Y. Zhang) in SCSIO.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Conflict of interest
The authors declare that they have no conflict of interest.
Additional information
Dedicated to Professor William Fenical in recognition of his contributions to marine natural products discovery and drug development.
Publisher’s note Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary information
Rights and permissions
About this article
Cite this article
Wang, J., Peng, Q., Yao, X. et al. New pestallic acids and diphenylketone derivatives from the marine alga-derived endophytic fungus Pestalotiopsis neglecta SCSIO41403. J Antibiot 73, 585–588 (2020). https://doi.org/10.1038/s41429-020-0308-3
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1038/s41429-020-0308-3
This article is cited by
-
An update on chemistry and bioactivities of secondary metabolites from the marine algal-derived endophytic fungi
Phytochemistry Reviews (2023)
-
Recent advances on Pestalotiopsis genus: chemistry, biological activities, structure–activity relationship, and biosynthesis
Archives of Pharmacal Research (2023)
-
Contents of lobetyolin, syringin, and atractylolide III in Codonopsis pilosula are related to dynamic changes of endophytes under drought stress
Chinese Medicine (2021)