Cytotoxic and antiplasmodial substances from marine-derived fungi, Nodulisporium sp. and CRI247-01

Phytochemistry

Volumn 69, Issue 14, 2008, Pages 2621-2626

  Kasettrathat, Chairut ^a,b   Ngamrojanavanich, Nattaya ^b   Wiyakrutta, Suthep ^c   Mahidol, Chulabhorn ^a,d   Ruchirawat, Somsak ^a,d   Kittakoop, Prasat ^a  

^a Research and Innovation   (Thailand)

^b CHULALONGKORN UNIVERSITY   (Thailand)

^c MAHIDOL UNIVERSITY   (Thailand)

^d MAHIDOL UNIVERSITY   (Thailand)

Author keywords

Antimalarial compounds; Bioactive compounds; Cytotoxic activity; Marine derived fungi; Nodulisporium; Pleosporales; Tetramic acid; Tetronic acid

Indexed keywords

2 PYRROLIDONE DERIVATIVE; ANTIMALARIAL AGENT; ANTINEOPLASTIC AGENT; BIOLOGICAL PRODUCT; DRUG DERIVATIVE; FURAN DERIVATIVE; GAMMA BUTYROLACTONE; NODULISPORACID A; PYRROLIDINE DERIVATIVE; TETRAMIC ACID; TETRONIC ACID; VERMELHOTIN;

ANIMAL; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; DRUG SCREENING; HUMAN; ISOLATION AND PURIFICATION; PLASMODIUM FALCIPARUM; TUMOR CELL LINE; XYLARIALES;

4-BUTYROLACTONE; ANIMALS; ANTIMALARIALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; BIOLOGICAL PRODUCTS; CELL LINE, TUMOR; DRUG SCREENING ASSAYS, ANTITUMOR; FURANS; HUMANS; MOLECULAR STRUCTURE; PLASMODIUM FALCIPARUM; PYRROLIDINES; PYRROLIDINONES; XYLARIALES;

FUNGI; NODULISPORIUM; PLEOSPORALES;

EID: 56949101878     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2008.08.005     Document Type: Article

References (24)

1. Abdel-Wahab M.A., Asolkar R.N., Inderbitzin P., and Fenical W. Secondary metabolite chemistry of the marine-derived fungus Massarina sp., strain CNT-016. Phytochemistry 68 (2007) 1212-1218
2. Altschul S.F., Madden T.L., Schaffer A.A., Zhang J., Zhang Z., Miller W., and Lipman D.J. Gapped BLAST and PSI-BLAST: a new generation of protein database search programs. Nucleic Acids Res. 25 (1997) 3389-3402
3. Angawi R.F., Swenson D.C., Gloer J.B., and Wicklow D.T. Lowdenic acid: a new antifungal polyketide-derived metabolite from a new fungicolous Verticillium sp. J. Nat. Prod. 66 (2003) 1259-1262
4. Arai K., Miyajima H., Mushiroda T., and Yamamoto Y. Metabolites of Penicillium italicum Wehmer: isolation and structures of new metabolites including naturally occurring 4-ylidene-acyltetronic acid and italicinic acid and italicic acid. Chem. Pharm. Bull. 37 (1989) 3229-3235
5. Choi H.J., Choi Y.H., Yee S.B., Im E., Jung J.H., and Kim N.D. Ircinin-1 induces cell cycle arrest and apoptosis in SK-MEL-2 human melanoma cells. Mol. Carcinog. 44 (2005) 162-173
6. Cueto M., MacMillan J.B., Jensen P.R., and Fenical W. Tropolactones A-D, four meroterpenoids from a marine-derived fungus of the genus Aspergillus. Phytochemistry 67 (2006) 1826-1831
7. Evans K.A., Chai D., Graybill T.L., Burton G., Sarisky R.T., Lin-Goerke J., Johnston V.K., and Rivero R.A. An efficient, asymmetric solid-phase synthesis of benzothiadiazine-substituted tetramic acids: potent inhibitors of the hepatitis C virus RNA-dependent RNA polymerase. Bioorg. Med. Chem. Lett. 16 (2006) 2205-2208
8. Hosoe T., Fukushima K., Takizawa K., Itabashi T., Yoza K., and Kawai K. A new pyrrolidine-2, 4-dione derivative, vermelhotin, isolated from unidentified fungus IFM 52672. Heterocycles 68 (2006) 1949-1953
9. Jacobsen J.P., Reffstrup T., Cox R.E., Holker J.S.E., and Boll P.M. Revision of the structures of the naturally occurring acyl tetronic acids: dehydrocarolic acid, terrestric acid and carlic acid. Tetrahedron Lett. 12 (1978) 1081-1084
10. Ju Y.M., and Rogers J.D. A Revision of the Genus Hypoxylon. Mycologia Memoir No. 20 (1996), APS Press, St. Paul, Minnesota, USA
11. Kralj A., Kehraus S., Krick A., van Echten-Deckert G., and Konig G.M. Two new depsipeptides from the marine fungus Spicellum roseum. Planta Med. 73 (2007) 366-371
12. Lambros C., and Vanderberg J.P. Synchronization of Plasmodium falciparum erythrocytic stages in culture. J. Parasitol. 65 (1979) 418-420
13. Larbig G., and Schmidt B. Synthesis of tetramic and tetronic acids as β-secretase inhibitors. J. Comb. Chem. 8 (2006) 480-490
14. Larkin M.A., Blackshields G., Brown N.P., Chenna R., McGettigan P.A., McWilliam H., Valentin F., Wallace I.M., Wilm A., Lopez R., Thompson J.D., Gibson T.J., and Higgins D.G. Clustal W and Clustal X version 2.0. Bioinformatics 23 (2007) 2947-2948
15. Newman D.J., and Cragg G.M. Marine natural products and related compounds in clinical and advanced preclinical trials. J. Nat. Prod. 67 (2004) 1216-1238
16. Prachya S., Wiyakrutta S., Sriubolmas N., Ngamrojanavanich N., Mahidol C., Ruchirawat S., and Kittakoop P. Cytotoxic mycoepoxydiene derivatives from an endophytic fungus Phomopsis sp. Isolated from Hydnocarpus anthelminthicus. Planta Med. 73 (2007) 1418-1420
17. Simonsen O., Reffstr T., and Boll P.M. The molecular structure of carolic acid. Tetrahedron 36 (1980) 795-797
18. Sodeoka M., Sampe R., Kojima S., Baba Y., Usui T., Ueda K., and Osada H. Synthesis of a tetronic acid library focused on inhibitors of tyrosine and dual-specificity protein phosphatases and its evaluation regarding VHR and cdc25B inhibition. J. Med. Chem. 44 (2001) 3216-3222
19. Swofford D.L. PAUP*. Phylogenetic Analysis Using Parsimony (* and Other Methods), Version 4 (2003), Sinauer Associates, Sunderland, MA
20. Tengchaisri T., Chawengkirttikul R., Rachaphaew N., Reutrakul V., Sangsuwan R., and Sirisinha S. Antitumor activity of triptolide against cholangiocarcinoma growth in vitro and in hamsters. Cancer Lett. 133 (1998) 169-175
21. Trager W., and Jensen J.B. Human malaria parasites in continuous culture. Science 193 (1976) 673-675
22. White T.J., Bruns T., Lee S., and Taylor J. Amplification and direct sequencing of fungal ribosomal RNA genes for phylogenetics. In: Innis M.A., Gelfand D.H., Sninsky J.J., and White T.J. (Eds). PCR Protocols: A Guide to Methods and Applications (1990), Academic Press, San Diego 315-322
23. Wright A.D., and Lang-Unnasch N. Potential antimalarial lead structures from fungi of marine origin. Planta Med. 71 (2005) 964-966
24. Zhang Y., Ling S., Fang Y., Zhu T., Gu Q., and Zhu W.M. Isolation, Structure elucidation, and antimycobacterial properties of dimeric naphtho-gamma-pyrones from the marine-derived fungus Aspergillus carbonarius. Chem. Biodivers. 5 (2008) 93-100