| Full text | |
| Author(s): Show less - |
Ortega, Humberto E.
[1, 2]
;
Lourenzon, Vitor B.
[1]
;
Chevrette, Marc G.
[3, 4]
;
Ferreira, Leonardo L. G.
[5]
;
Alvarenga, Rene F. Ramos
[6, 7]
;
Melo, Weilan G. P.
[1]
;
Venancio, Tiago
[8]
;
Currie, Cameron R.
[9]
;
Andricopulo, Adriano D.
[5]
;
Bugni, Tim S.
[6]
;
Pupo, Monica T.
[1]
Total Authors: 11
|
| Affiliation: | [1] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, BR-14040903 Ribeirao Preto, SP - Brazil
[2] Univ Panama, Dept Organ Chem, Fac Nat Exact Sci & Technol, Panama City - Panama
[3] Univ Wisconsin, Wisconsin Inst Discovery, Madison, WI - USA
[4] Univ Wisconsin, Dept Plant Pathol, Madison, WI 53706 - USA
[5] Univ Sao Paulo, Inst Fis Sao Carlos, Ctr Pesquisa & Inovacao Biodiversidade & Farmacos, Lab Quim Med & Computac, Av Joao Dagnone 1100, BR-13563120 Sao Carlos, SP - Brazil
[6] Univ Wisconsin, Pharmaceut Sci Div, Madison, WI 53706 - USA
[7] Lodo Therapeut Corp, New York, NY 10016 - USA
[8] Univ Fed Sao Carlos, Dept Chem, BR-13565905 Sao Carlos - Brazil
[9] Univ Wisconsin, Dept Bacteriol, Madison, WI 53706 - USA
Total Affiliations: 9
|
| Document type: | Journal article |
| Source: | Bioorganic & Medicinal Chemistry; v. 32, FEB 15 2021. |
| Web of Science Citations: | 0 |
| Abstract | |
Three antifungal macrolides cyphomycin (1), caniferolide C (2) and GT-35 (3) were isolated from Streptomyces sp. ISID311, a bacterial symbiont associated with Cyphomyrmex fungus-growing ants. The planar structures of these compounds were established by 1 and 2D NMR data and MS analysis. The relative configurations of 1-3 were established using Kishi's universal NMR database method, NOE/ROE analysis and coupling constants analysis assisted by comparisons with NMR data of related compounds. Detailed bioinformatic analysis of cyphomycin biosynthetic gene cluster confirmed the stereochemical assignments. Compounds 1-3 displayed high antagonism against different strains of Escovopsis sp., pathogen fungi specialized to the fungus-growing ant system. Compounds 1-3 also exhibited potent antipmtozoal activity against intracellular amastigotes of the human parasite Leishmania donovani with IC50 values of 2.32, 0.091 and 0.073 mu M, respectively, with high selectivity indexes. (AU) | |
| FAPESP's process: | 13/25658-9 - Design and Development of Drug Candidates for Chagas Disease |
| Grantee: | Leonardo Luiz Gomes Ferreira |
| Support Opportunities: | Scholarships in Brazil - Post-Doctoral |
| FAPESP's process: | 16/17614-0 - Genomic analysis of Pseudonocardia and diversity of antibiotic-producing Actinobacteria associated with fungus-growing ants |
| Grantee: | Weilan Gomes da Paixão Melo |
| Support Opportunities: | Scholarships abroad - Research Internship - Post-doctor |
| FAPESP's process: | 14/14095-6 - Bacterial symbionts isolated from fungus-growing ants collected in remaining hotspots of biodiversity in São Paulo State as sources of antiparasitic compounds |
| Grantee: | Humberto Enrique Ortega Dominguez |
| Support Opportunities: | Scholarships in Brazil - Doctorate (Direct) |
| FAPESP's process: | 13/50954-0 - Novel therapeutic agents from the bacterial symbionts of Brazilian invertebrates |
| Grantee: | Mônica Tallarico Pupo |
| Support Opportunities: | BIOTA-FAPESP Program - Thematic Grants |
| FAPESP's process: | 19/16559-3 - Biosynthetic studies of bioactive macrolactone polyketide from Streptomyces sp. ICBG311 |
| Grantee: | Vitor Bruno Lourenzon |
| Support Opportunities: | Scholarships in Brazil - Master |
| FAPESP's process: | 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery |
| Grantee: | Glaucius Oliva |
| Support Opportunities: | Research Grants - Research, Innovation and Dissemination Centers - RIDC |
| FAPESP's process: | 16/20154-0 - Exploring antimicrobial, anticancer and antiparasitic compounds from bacterial symbionts isolated from Acromyrmex ants, collected in São Paulo State, Brazil |
| Grantee: | Humberto Enrique Ortega Dominguez |
| Support Opportunities: | Scholarships abroad - Research Internship - Doctorate (Direct) |