title: Conformational preference for segetalins G and H, cyclic peptides with estrogen-like activity from seeds of Vaccaria segetalis.
abstract: Three-dimensional structures in DMSO-d0 of segetalins G [cyclo(-Gly-Val-Lys-Tyr-Ala-)] and H [cyclo(-Gly-Tyr-Arg-Phe-Ser-)], cyclic pentapeptides from seeds of Vaccaria segetalis, showing estrogen-like activity, were determined by the distance geometry calculation and restrained energy minimization from NMR data. The backbone structure of segetalin G contains one beta-turn: a beta II-like turn at Tyr4-Ala5, and that of segetalin H one beta-turn: a beta II' turn at Gly1-Tyr2 and one gamma-turn at Arg3-Phe4-Ser5 sequence. The results of distance comparison analysis proposed a pharmacophore model of estrogen-like cyclic peptides, segetalins.
authors.affiliation: Department of Pharmacognosy, School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Morita
authors.forename: Y S
authors.initials: YS
authors.lastname: Yun
authors.forename: K
authors.initials: K
authors.lastname: Takeya
authors.forename: H
authors.initials: H
authors.lastname: Itokawa
mesh_terms: D001665:Binding Sites; D004967:Estrogens / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010456:Peptides, Cyclic / Q000737:chemistry*; D010940:Plant Proteins / Q000737:chemistry*; D011487:Protein Conformation; D012639:Seeds / Q000737:chemistry; D012996:Solutions; D013329:Structure-Activity Relationship; D013696:Temperature
chemical_list: D004967:Estrogens; D010456:Peptides, Cyclic; D010940:Plant Proteins; D012996:Solutions; C105632:segetalin G; C105633:segetalin H