Sartoryglabrins, analogs of ardeemins, from Neosartorya glabra

Natural Product Communications

Volumn 6, Issue 6, 2011, Pages 807-812

  Kijjoa, Anake ^a   Santos, Sonia ^a   Dethoup, Tida ^b   Manoch, Leka ^b   Almeida, Ana Paula ^c,d   Vasconcelos, Maria Helena ^c   Silva, Artur ^e   Gales, Luís ^f   Herz, Werner ^g  

^a UNIVERSITY OF PORTO   (Portugal)

^b KASETSART UNIVERSITY   (Thailand)

^c UNIVERSITY OF PORTO   (Portugal)

^d UNIVERSIDADE SEVERINO SOMBRA   (Brazil)

^e UNIVERSITY OF AVEIRO   (Portugal)

^f UNIVERSITY OF PORTO   (Portugal)

^g FLORIDA STATE UNIVERSITY   (United States)

Author keywords

Ardeemin analogs; Human tumor cell lines; MCF 7; Neosartorya glabra; Reverse prenylated indole alkaloids; Sartoryglabrins

Indexed keywords

ARDEEMIN DERIVATIVE; INDOLE DERIVATIVE; SARTORYGLABRIN A DERIVATIVE; SARTORYGLABRIN B DERIVATIVE; SARTORYGLABRIN C DERIVATIVE; SARTORYGLABRIN DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST ADENOCARCINOMA; CANCER INHIBITION; CHEMICAL STRUCTURE; CONCENTRATION RESPONSE; CRYSTAL STRUCTURE; DRUG ACTIVITY; DRUG RESISTANCE; DRUG SELECTIVITY; HUMAN; HUMAN CELL; IN VITRO STUDY; LUNG NON SMALL CELL CANCER; MELANOMA; NEOSARTORYA; NEOSARTORYA GLABRA;

FUNGI; NEOSARTORYA GLABRA;

EID: 79959215170     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x1100600615     Document Type: Article

References (22)

1. Hong SB, Cho HS, Shin HD, Frisvad JC, Samson RA. (2006) Novel Neosartorya species isolated from soil in Korea. International Journal of Systematic and Evolution of Microbiology, 56, 477-486. (Pubitemid 43273868)
2. Samson RA, Hong S, Peterson SW, Frisvad JC, Varga J. (2007) Polyphasic taxonomy of Aspergillus section Fumigati and its teleomorph Neosartorya. Studies in Mycology, 59, 147-203. (Pubitemid 351155594)
3. Hong SB, Shin HD, Hong J, Frisvad JC, Nielsen PV, Varga J, Samson RA. (2008) New taxa of Neosartorya and Aspergillus in Aspergillus section Fumigati. Antonie Van Leeuwenhoek, 93, 87-98.
4. Larsen TO, Smedsgaard J, Nielsen KF, Hansen MAE, Samsom RA, Frisvad JC. (2007) Production of mycotoxins by Aspergillus lentulus and other medically important and closely related species in section Fumigati. Medical Mycology, 45, 225-232. (Pubitemid 46705841)
5. Yin WB, Grundmann A, Cheng J, Li SM. (2009) Acetylaszonalenin biosynthesis in Neosartorya fischeri. Identification of the biosynthetic gene cluster by genomic mining and functional proof of the genes by biochemical investigation. Journal of Biological Chemistry, 284, 100-109.
6. Yin YB, Xie XL, Matuscheck M, Li SM. (2010) Reconstruction of pyrrolo[2,3-b]indoles carrying an alpha-configured reverse C-3 dimethylallyl moiety by using recombinant enzymes. Organic & Biomolecular Chemistry, 8, 1133-1141.
7. Li SM. (2009) Application of dimethylallyltryptophan synthases and other indole prenyltransferases for structural modification of natural products. Applied Microbiology and Biotechnology, 84, 631-639.
8. Yin WB, Cheng J, Li SM. (2009) Stereospecific synthesis of aszonalenins by using two recombinant prenyltransferases. Organic & Biomolecular Chemistry, 7, 2202-2207.
9. Li SM. (2010) Evolution of aromatic prenyltransferases in the biosynthesis of indole derivatives. Phytochemistry, 70, 1746-1757.
10. Li SM. (2010) Prenylated indole derivatives from fungi: structure diversity, biological activities, biosynthesis and chemoenzymatic synthesis. Natural Product Reports, 27, 57-78.
11. Jayasuriya H, Zink D, Basilio A, Vicente F, Collado J. Bills G, Goldman ML, Motyl M, Huber J, Dezeny G, Byrne K, Singh SB. (2009) Discovery and antibiotic activity of glabramycin A-C from Neosartorya glabra by an antisense strategy. The Journal of Antibiotics, 62, 265-269.
12. Karwowski JP, Jackson M, Rasmussen RR, Humphrey PE, Poddig JP, Kohl WL, Cherr MH, Kadam S, McAlpine JB. (1993) 5-N-Acetylardeemin, a novel heterocyclic compound which reverses multiple drug resistance in tumor cells. I. Taxonomy and fermentation of the prpducing organism and biological activity. The Journal of Antibiotics, 46, 374-379. (Pubitemid 23127296)
13. Hochlowski JE, Mullally MM, Spanton SG, Whittern DN, Preston H, McAlpine JB. (1993) 5-N-Acetylardeemin, a novel heterocyclic compound which reverses multiple drug resistance in tumor cells. II. Isolation and elucidation of the structure of 5-N-acetylardeemin and two congeners. The Journal of Antibiotics, 46, 380-386. (Pubitemid 23127297)
14. Chou TC, Depew KM, Zheng YH, Safer ML, Chan D, Helfridch B, Zatorska D, Zartoski A, Bornmann WG, Danishefsky SJ. (1998) Reverseal of anticancer multiple resistance by the ardeemins. Proceedings of the National Academy of Sciences of the United States of America, 95, 8369-8374. (Pubitemid 28326119)
15. Marsden SP, Depew KM, Danishefsky SJ. (1994) Stereoselective total synthesis of amauromine and 5-N-acetylardeemin. A concise route to the family of "Reverse Prenylated" hexahydropyrroloindole alkaloids. Journal of the American Chemical Society, 116, 11143-11144.
16. Depew KM, Marsden SP, Zatorska D, Zartoski A, Bornmann WG, Danishefsky SJ. (1999) Total synthesis of 5-N-acetylardeemin and amauromine: Practical routes to potential MDR reversal agent. Journal of the American Chemical Society, 121, 11953-11963.
17. He B, Song H, Du Y, Qin Y. (2009) Total synthesis of (-) ardeemin. The Journal of Organic Chemistry, 74, 298-304.
18. Ge HM, Peng H, Guo ZK, Cui JT, Song YC, Tan RX. (2010) Bioactive alkaloids from the plant endophytic fungus Aspergillus terreus. Planta Medica, 76, 822-824.
19. Sheldrick GM. (1997) SHELXS-97: Program for the Solution of Crystal Structures, University of Gottingen, Germany.
20. Sheldrick GM. (1997) SHELXS-97: Program for the Refinement of Crystal Structures, University of Gottingen, Germany.
21. Vaz JA, Heleno SA, Martins A, Almeida GM, Vasconcelos MH, Ferreira I. (2010) Wild mushroom Clitocybe alexandri and Lepista inversa: In vitro antioxidant activity and growth inhibition of human tumor cell lines. Food and Chemical Toxicology, 48, 2881-2884.
22. Monks A, Scudiero D, Skehan P, Shoemaker R, Paul K, Vistica D, Hose C, Langley J, Cronise, P, Vaigro-Wolff A, Gray-Goodrich M, Campbel H, Mayo J, Boyd M. (1991) Feasibility of a high-flux anticancer drugs screen using a diverse panel of cultured human cell line. Journal of the National Cancer Institute, 83, 757-776.