Unusual Secondary Metabolites from the Mangrove Ecosystems: Structures, Bioactivities, Chemical, and Bio-Syntheses

Overview

Journal Mar Drugs

Publisher MDPI

Specialties Biology
Pharmacology

Date 2022 Aug 25

PMID 36005537

Authors

Meng-Jun Wu

Baofu Xu

Yue-Wei Guo

Affiliations

Soon will be listed here.

Abstract

Mangrove ecosystems are widely distributed in the intertidal zone of tropical and subtropical estuaries or coasts, containing abundant biological communities, for example, mangrove plants and diverse groups of microorganisms, featuring various bioactive secondary metabolites. We surveyed the literature from 2010 to 2022, resulting in a collection of 134 secondary metabolites, and classified them into two major families in terms of the biological sources and 15 subfamilies according to the chemical structures. To highlight the structural diversity and bioactivities of the mangrove ecosystem-associated secondary metabolites, we presented the chemical structures, bioactivities, biosynthesis, and chemical syntheses.

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References

Zhang X, Guo J, Cheng F, Li S . Cytochrome P450 enzymes in fungal natural product biosynthesis. Nat Prod Rep. 2021; 38(6):1072-1099. DOI: 10.1039/d1np00004g. View

Zhu M, Yang Z, Wang H, Gan Q, Zhang G, Che Q . Penispirozines A-H, Three Classes of Dioxopiperazine Alkaloids with Spirocyclic Skeletons Isolated from the Mangrove-Derived . J Nat Prod. 2020; 83(9):2647-2654. DOI: 10.1021/acs.jnatprod.0c00451. View

Zhou Z, Kurtan T, Yang X, Mandi A, Geng M, Ye B . Penibruguieramine A, a novel pyrrolizidine alkaloid from the endophytic fungus Penicillium sp. GD6 associated with Chinese mangrove Bruguiera gymnorrhiza. Org Lett. 2014; 16(5):1390-3. DOI: 10.1021/ol5001523. View

Pan J, Chen S, Li M, Li J, Yang M, Wu J . Limonoids from the Seeds of a Hainan Mangrove, Xylocarpus granatum. J Nat Prod. 2010; 73(10):1672-9. DOI: 10.1021/np100395w. View

Li S, Zhao G, Sun M, He H, Wang H, Li Y . Identification and characterization of the biosynthetic gene cluster of divergolides from Streptomyces sp. W112. Gene. 2014; 544(1):93-9. DOI: 10.1016/j.gene.2014.04.052. View

Cadamuro R, da Silveira Bastos I, Silva I, da Cruz A, Robl D, Sandjo L . Bioactive Compounds from Mangrove Endophytic Fungus and Their Uses for Microorganism Control. J Fungi (Basel). 2021; 7(6). PMC: 8228968. DOI: 10.3390/jof7060455. View

Zhu X, Zhou D, Liang F, Wu Z, She Z, Li C . Penochalasin K, a new unusual chaetoglobosin from the mangrove endophytic fungus Penicillium chrysogenum V11 and its effective semi-synthesis. Fitoterapia. 2017; 123:23-28. DOI: 10.1016/j.fitote.2017.09.016. View

Huang J, She J, Yang X, Liu J, Zhou X, Yang B . A New Macrodiolide and Two New Polycyclic Chromones from the Fungus sp. SCSIO041218. Molecules. 2019; 24(9). PMC: 6539008. DOI: 10.3390/molecules24091686. View

Wu J, Zhang S, Bruhn T, Xiao Q, Ding H, Bringmann G . Xylogranatins F-R: antifeedants from the Chinese mangrove, Xylocarpus granatum, a new biogenetic pathway to tetranortriterpenoids. Chemistry. 2007; 14(4):1129-44. DOI: 10.1002/chem.200700663. View

10.

Li J, Li M, Bruhn T, Katele F, Xiao Q, Pedpradab P . Thaixylomolins A-C: limonoids featuring two new motifs from the Thai Xylocarpus moluccensis. Org Lett. 2013; 15(14):3682-5. DOI: 10.1021/ol401556m. View

11.

Xue Y, Dong G . Total Synthesis of Penicibilaenes via C-C Activation-Enabled Skeleton Deconstruction and Desaturation Relay-Mediated C-H Functionalization. J Am Chem Soc. 2021; 143(22):8272-8277. PMC: 9112325. DOI: 10.1021/jacs.1c04335. View

12.

Bai M, Zheng C, Huang G, Mei R, Wang B, Luo Y . Bioactive Meroterpenoids and Isocoumarins from the Mangrove-Derived Fungus Penicillium sp. TGM112. J Nat Prod. 2019; 82(5):1155-1164. DOI: 10.1021/acs.jnatprod.8b00866. View

13.

Pontius A, Krick A, Kehraus S, Brun R, Konig G . Antiprotozoal activities of heterocyclic-substituted xanthones from the marine-derived fungus Chaetomium sp. J Nat Prod. 2008; 71(9):1579-84. DOI: 10.1021/np800294q. View

14.

Gao S, Li X, Williams K, Proksch P, Ji N, Wang B . Rhizovarins A-F, Indole-Diterpenes from the Mangrove-Derived Endophytic Fungus Mucor irregularis QEN-189. J Nat Prod. 2016; 79(8):2066-74. DOI: 10.1021/acs.jnatprod.6b00403. View

15.

Luo J, Sun Y, Li Q, Kong L . Research progress of meliaceous limonoids from 2011 to 2021. Nat Prod Rep. 2022; 39(6):1325-1365. DOI: 10.1039/d2np00015f. View

16.

Hemberger Y, Xu J, Wray V, Proksch P, Wu J, Bringmann G . Pestalotiopens A and B: stereochemically challenging flexible sesquiterpene-cyclopaldic acid hybrids from Pestalotiopsis sp. Chemistry. 2013; 19(46):15556-64. DOI: 10.1002/chem.201302204. View

17.

Jiang M, Wu Z, Guo H, Liu L, Chen S . A Review of Terpenes from Marine-Derived Fungi: 2015-2019. Mar Drugs. 2020; 18(6). PMC: 7345631. DOI: 10.3390/md18060321. View

18.

Xu Z, Baunach M, Ding L, Peng H, Franke J, Hertweck C . Biosynthetic code for divergolide assembly in a bacterial mangrove endophyte. Chembiochem. 2014; 15(9):1274-9. DOI: 10.1002/cbic.201402071. View

19.

Wibowo M, Prachyawarakorn V, Aree T, Mahidol C, Ruchirawat S, Kittakoop P . Cytotoxic sesquiterpenes from the endophytic fungus Pseudolagarobasidium acaciicola. Phytochemistry. 2015; 122:126-138. DOI: 10.1016/j.phytochem.2015.11.016. View

20.

Li M, Xiao Q, Pan J, Wu J . Natural products from semi-mangrove flora: source, chemistry and bioactivities. Nat Prod Rep. 2009; 26(2):281-98. DOI: 10.1039/b816245j. View