Bioorganic & Medicinal Chemistry Letters 28 (2018) 1090–1092 Contents lists available at ScienceDirect Bioorganic & Medicinal Chemistry Letters journal homepage: www.elsevier.com/locate/bmcl 2 3 In vivo and in vitro preparation of divinyl-13 ,17 -cyclopheophorbide-a enol a b a,b a,⇑ Yusuke Kinoshita , Motoki Kayama , Yuichiro Kashiyama , Hitoshi Tamiaki Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan Graduate School of Applied Science and Engineering, Fukui University of Technology, Fukui, Fukui 910-8505, Japan ar ti c l e i nf o ab stra ct 2 3 Article history: Divinyl-13 ,17 -cyclopheophorbide-a enol was in vivo produced as a metabolite of divinyl-chlorophyll-a Received 8 December 2017 by protists and in vitro prepared by the intramolecular cyclization of methyl divinyl-pyropheophorbide-a, Revised 4 February 2018 1 one of the divinyl-chlorophyll-a derivatives. The H NMR spectra in CDCl showed that the obtained Accepted 8 February 2018 product took exclusively its enol form in the solution. The intramolecular cyclization of chlorin p-system Available online 9 February 2018 2 3 at the C13 and C17 positions affected the optical properties of such chlorophyll derivatives including the non-ﬂuorescent emission of the enol. Keywords: 2018 Elsevier Ltd. All rights reserved. Divinyl-chlorophyll Chlorophyll catabolism Biodegradation Intramolecular
Bioorganic & Medicinal Chemistry Letters – Elsevier
Published: Apr 1, 2018
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