title: Diketopiperazines from Costa Rican endolichenic fungus Colpoma sp. CR1465A.
abstract: Three new diketopiperazines (1-3), cyclo(l-Pro-d-trans-Hyp) (1), cyclo(l-Pro-d-Glu) (2), and cyclo(d-Pro-d-Glu) (3) and five known diketopiperazines (4-8) were isolated from the endolichenic fungus Colpoma sp. CR1465A identified from the Costa Rican plant Henriettea tuberculosa (Melatomataceae). The structures of the new compounds 1-3 were elucidated using a combination of extensive spectroscopic analyses, including 2D NMR and HR-MS, and their absolute configurations were determined by a combination of NOESY analysis and Marfey's method. Cyclo(l-Pro-d-allo-Thr) (4) was recently isolated from a South China Sea marine sponge Callyspongia sp., but its NMR spectroscopic data were not reported, and cyclo(l-Pro-l-Asp) (5) was previously reported but only as a synthetic product. The NMR data assignments of compounds 4 and 5 are reported for the first time. All of the isolated compounds were tested for antifungal and antimicrobial properties.
authors.affiliation: School of Pharmacy, Sungkyunkwan University, Suwon, Gyeonggi-do, 440-746, Republic of Korea.
authors.forename: Seulah
authors.initials: S
authors.lastname: Lee
authors.affiliation: Unidad Estratégica de Bioprospección, Instituto Nacional de Biodiversidad (INBio), Santo Domingo de Heredia, Costa Rica & CIPRONA-Escuela de Química, Universidad de Costa Rica, 2060 San Pedro, Costa Rica.
authors.forename: Giselle
authors.initials: G
authors.lastname: Tamayo-Castillo
authors.affiliation: School of Chemical Engineering, Sungkyunkwan University, Suwon, Gyeonggi-do, 440-746, Republic of Korea.
authors.forename: Changhyun
authors.initials: C
authors.lastname: Pang
authors.affiliation: Department of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, 240 Longwood Avenue, Boston, MA 02115, USA.
authors.forename: Jon
authors.initials: J
authors.lastname: Clardy
authors.affiliation: Department of Pharmaceutical Sciences, Daniel K Inouye College of Pharmacy, University of Hawaii at Hilo, 924 Stainback Hwy, Hilo, HI 96720, USA. Electronic address: scao@hawaii.edu.
authors.forename: Shugeng
authors.initials: S
authors.lastname: Cao
authors.affiliation: School of Pharmacy, Sungkyunkwan University, Suwon, Gyeonggi-do, 440-746, Republic of Korea. Electronic address: khkim83@skku.edu.
authors.forename: Ki Hyun
authors.initials: KH
authors.lastname: Kim
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology*; D047128:Callyspongia / Q000737:chemistry*; D003364:Costa Rica; D054659:Diketopiperazines / Q000737:chemistry* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical / Q000379:methods; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010456:Peptides, Cyclic / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D054659:Diketopiperazines; D010456:Peptides, Cyclic
keywords: Colpoma sp.; Diketopiperazines; Henriettea tuberculosa; Marfey’s method