title: Monte Carlo docking simulations of cyclomaltoheptaose and dimethyl cyclomaltoheptaose with paclitaxel.
abstract: The molecular basis for the remarkable enhancement of the solubility of paclitaxel by O-dimethylcyclomaltoheptaose (DM-beta-CD) over cyclomaltoheptaose (beta-cyclodextrin, beta-CD) was investigated with Monte Carlo docking-minimization simulation. As possible guests of inclusion complexation for the host cyclic oligosaccharides, two functional moieties of the suggested solution structure of paclitaxel were used where one is the C-3'N benzoyl moiety (B-ring) and the other is a hydrophobic (HP) cluster site among the C-3' phenyl (C-ring), C-2 benzoate (A-ring), and C-4 acetoxy moieties. The energetic preference of inclusion complexation of DM-beta-CD over beta-CD was analyzed on the basis of more efficient partitioning process of DM-beta-CD into the hydrophobic cluster site of the paclitaxel.
authors.affiliation: Department of Microbial Engineering, Konkuk University, 1 Hwayang-dong, Gwangjin-gu, Seoul, South Korea.
authors.forename: Hyunmyung
authors.initials: H
authors.lastname: Kim
authors.forename: Jungwon
authors.initials: J
authors.lastname: Choi
authors.forename: Hyun-Won
authors.initials: HW
authors.lastname: Kim
authors.forename: Seunho
authors.initials: S
authors.lastname: Jung
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry*; D001665:Binding Sites; D003198:Computer Simulation; D003505:Cyclodextrins / Q000737:chemistry*; D005503:Food Additives / Q000737:chemistry*; D008958:Models, Molecular; D009010:Monte Carlo Method; D017239:Paclitaxel / Q000737:chemistry*; D012995:Solubility; D047392:beta-Cyclodextrins
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D003505:Cyclodextrins; D005503:Food Additives; D047392:beta-Cyclodextrins; C031215:betadex; D017239:Paclitaxel