Two New Succinimide Derivatives Cladosporitins A and B from the Mangrove-derived Fungus Sp. HNWSW-1

Overview

Journal Mar Drugs

Publisher MDPI

Specialties Biology
Pharmacology

Date 2018 Dec 23

PMID 30577517

Citations 12

Authors

Pei Wang

Yan Cui

Caihong Cai

Huiqin Chen

Yu Dai

Pengwei Chen

Fandong Kong

Jingzhe Yuan

Xinming Song

Wenli Mei

Haofu Dai

Affiliations

Soon will be listed here.

Abstract

Two new succinimide-containing derivatives, cladosporitins A () and B (), were isolated from the fermentation cultures of the mangrove-derived fungus sp. HNWSW-1, along with a new pyrone, clapone (), as well as the previously reported talaroconvolutin A () and anthraquinone (). The structures of the isolated compounds were elucidated by 1D, 2D NMR, and HRMS spectral analysis. Compound showed cytotoxicity against BEL-7042, K562 and SGC-7901 cell lines with IC values of 29.4 ± 0.35 μM, 25.6 ± 0.47 μM, and 41.7 ± 0.71 μM, respectively, whereas compound exhibited cytotoxicity against Hela and BEL-7042 cell lines with IC values of 14.9 ± 0.21 μM and 26.7 ± 1.1 μM, respectively. In addition, compounds and displayed inhibitory activity against α-glycosidase, with IC values of 78.2 ± 2.1 μM and 49.3 ± 10.6 μM, respectively.

Citing Articles

The Genus : A Prospective Producer of Natural Products.

Li Y, Wang Y, Wang H, Shi T, Wang B Int J Mol Sci. 2024; 25(3).

PMID: 38338931 PMC: 10855219. DOI: 10.3390/ijms25031652.

Cladoxanthones C-G, xanthone derivatives from sp.

Zhang Y, Luo L, Zhu S, Niu S, Zhang Y, Zhang Y RSC Adv. 2023; 13(32):21954-21961.

PMID: 37483674 PMC: 10357411. DOI: 10.1039/d3ra04012g.

Anti-Tumor Secondary Metabolites Originating from Fungi in the South China Sea's Mangrove Ecosystem.

Luo Y, Luo X, Zhang T, Li S, Liu S, Ma Y Bioengineering (Basel). 2022; 9(12).

PMID: 36550982 PMC: 9774444. DOI: 10.3390/bioengineering9120776.

Chemical diversity, medicinal potentialities, biosynthesis, and pharmacokinetics of anthraquinones and their congeners derived from marine fungi: a comprehensive update.

Sebak M, Molham F, Greco C, Tammam M, Sobeh M, El-Demerdash A RSC Adv. 2022; 12(38):24887-24921.

PMID: 36199881 PMC: 9434105. DOI: 10.1039/d2ra03610j.

Anthraquinones and Their Analogues from Marine-Derived Fungi: Chemistry and Biological Activities.

Hafez Ghoran S, Taktaz F, Ayatollahi S, Kijjoa A Mar Drugs. 2022; 20(8).

PMID: 35892942 PMC: 9394430. DOI: 10.3390/md20080474.

References

Suzuki S, Hosoe T, Nozawa K, Kawai K, Yaguchi T, Udagawa S . Antifungal substances against pathogenic fungi, talaroconvolutins, from talaromyces convolutus. J Nat Prod. 2000; 63(6):768-72. DOI: 10.1021/np990371x. View

Jadulco R, Proksch P, Wray V, Sudarsono , Berg A, Grafe U . New macrolides and furan carboxylic acid derivative from the sponge-derived fungus Cladosporium herbarum. J Nat Prod. 2001; 64(4):527-30. DOI: 10.1021/np000401s. View

Zhang H, Tomoda H, Tabata N, Miura H, Namikoshi M, Yamaguchi Y . Cladospolide D, a new 12-membered macrolide antibiotic produced by Cladosporium sp. FT-0012. J Antibiot (Tokyo). 2001; 54(8):635-41. DOI: 10.7164/antibiotics.54.635. View

Jadulco R, Brauers G, Edrada R, Ebel R, Wray V, Sudarsono S . New metabolites from sponge-derived fungi Curvularia lunata and Cladosporium herbarum. J Nat Prod. 2002; 65(5):730-3. DOI: 10.1021/np010390i. View

Ye Y, Zhu H, Song Y, Liu J, Tan R . Structural revision of aspernigrin A, reisolated from Cladosporium herbarum IFB-E002. J Nat Prod. 2005; 68(7):1106-8. DOI: 10.1021/np050059p. View

Kontnik R, Clardy J . Codinaeopsin, an antimalarial fungal polyketide. Org Lett. 2008; 10(18):4149-51. PMC: 2626159. DOI: 10.1021/ol801726k. View

Blunt J, Copp B, Keyzers R, Munro M, Prinsep M . Marine natural products. Nat Prod Rep. 2015; 32(2):116-211. DOI: 10.1039/c4np00144c. View

Matsunaga H, Kamisuki S, Kaneko M, Yamaguchi Y, Takeuchi T, Watashi K . Isolation and structure of vanitaracin A, a novel anti-hepatitis B virus compound from Talaromyces sp. Bioorg Med Chem Lett. 2015; 25(19):4325-8. DOI: 10.1016/j.bmcl.2015.07.067. View

Blunt J, Copp B, Keyzers R, Munro M, Prinsep M . Marine natural products. Nat Prod Rep. 2016; 33(3):382-431. DOI: 10.1039/c5np00156k. View

10.

Kong F, Ma Q, Huang S, Wang P, Wang J, Zhou L . Chrodrimanins K-N and Related Meroterpenoids from the Fungus Penicillium sp. SCS-KFD09 Isolated from a Marine Worm, Sipunculus nudus. J Nat Prod. 2017; 80(4):1039-1047. DOI: 10.1021/acs.jnatprod.6b01061. View

11.

Blunt J, Copp B, Keyzers R, Munro M, Prinsep M . Marine natural products. Nat Prod Rep. 2017; 34(3):235-294. DOI: 10.1039/c6np00124f. View

12.

Zhu H, Chen C, Tong Q, Yang J, Wei G, Xue Y . Asperflavipine A: A Cytochalasan Heterotetramer Uniquely Defined by a Highly Complex Tetradecacyclic Ring System from Aspergillus flavipes QCS12. Angew Chem Int Ed Engl. 2017; 56(19):5242-5246. DOI: 10.1002/anie.201701125. View

13.

Peng X, Wang Y, Zhu G, Zhu W . Fatty acid derivatives from the halotolerant fungus Cladosporium cladosporioides. Magn Reson Chem. 2017; 56(1):18-24. DOI: 10.1002/mrc.4659. View

14.

Zhao D, Wang D, Tian X, Cao F, Li Y, Zhang C . Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi. Mar Drugs. 2018; 16(1). PMC: 5793084. DOI: 10.3390/md16010036. View

15.

Wang T, Wei Y, Ge H, Jiao R, Tan R . Acaulide, an Osteogenic Macrodiolide from Acaulium sp. H-JQSF, an Isopod-Associated Fungus. Org Lett. 2018; 20(4):1007-1010. DOI: 10.1021/acs.orglett.7b03949. View

16.

Li H, Xu R, Li X, Yang S, Meng L, Wang B . Simpterpenoid A, a Meroterpenoid with a Highly Functionalized Cyclohexadiene Moiety Featuring gem-Propane-1,2-dione and Methylformate Groups, from the Mangrove-Derived Penicillium simplicissimum MA-332. Org Lett. 2018; 20(5):1465-1468. DOI: 10.1021/acs.orglett.8b00327. View

17.

Zhu G, Kong F, Wang Y, Fu P, Zhu W . Cladodionen, a Cytotoxic Hybrid Polyketide from the Marine-Derived Cladosporium sp. OUCMDZ-1635. Mar Drugs. 2018; 16(2). PMC: 5852499. DOI: 10.3390/md16020071. View

18.

Rotinsulu H, Yamazaki H, Sugai S, Iwakura N, Wewengkang D, Sumilat D . Cladosporamide A, a new protein tyrosine phosphatase 1B inhibitor, produced by an Indonesian marine sponge-derived Cladosporium sp. J Nat Med. 2018; 72(3):779-783. DOI: 10.1007/s11418-018-1193-y. View

19.

Wang L, Han X, Zhu G, Wang Y, Chairoungdua A, Piyachaturawat P . Polyketides From the Endophytic Fungus sp. Isolated From the Mangrove Plant . Front Chem. 2018; 6:344. PMC: 6102696. DOI: 10.3389/fchem.2018.00344. View

20.

Liang X, Huang Z, Ma X, Qi S . Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus EIODSF 008. Mar Drugs. 2018; 16(11). PMC: 6266709. DOI: 10.3390/md16110448. View