@article {4610,
	title = {The metabolites of dietary chlorophylls},
	journal = {Phytochemistry},
	volume = {50},
	number = {2},
	year = {1999},
	note = {ISI Document Delivery No.: 160EBTimes Cited: 15Cited Reference Count: 70},
	month = {Jan},
	pages = {195-202},
	type = {Review},
	abstract = {Chlorophylls, the green pigments responsible for photosynthesis in plants, algae and bacteria, are also part of the daily diet of herbivorous feeders. Numerous metabolic derivatives of the major green pigment, chlorophyll-a, have been found in a wide variety of organisms during the last decade. Studies of these metabolites show that some are antioxidants or cellular signaling mediators in vivo. The metabolites of bacteriochlorophylls-c and d, recently found in the deep-sea dragon fish, Malacosteus niger, function as a visual photosensitizer, enabling the fish to seek their prey in {\textquoteright}the dark{\textquoteright}. Discovery of these metabolites as well as their interesting biological functions raises questions as to the roles of chlorophyll derivatives in the chemical ecology of herbivorous life forms. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.},
	keywords = {antioxidant, AUTOXIDATION, cell signaling, CHLORIN, CHLOROPHYLL, DERIVATIVES, DIET, ESTERS, MARINE ORGANISMS, METABOLISM, PHOTOSENSITIZER, PI-CATION RADICALS, porphyrins, PRODUCTS, RUDITAPES-PHILIPPINARUM, TUNICHLORIN},
	isbn = {0031-9422},
	url = {<Go to ISI>://000078216500001},
	author = {Ma, L. F. and Dolphin, D.}
}
@article {3754,
	title = {Stereoselective synthesis of new chlorophyll A related antioxidants isolated from marine organisms},
	journal = {Journal of Organic Chemistry},
	volume = {61},
	number = {7},
	year = {1996},
	note = {ISI Document Delivery No.: UD653Times Cited: 39Cited Reference Count: 37},
	month = {Apr},
	pages = {2501-2510},
	type = {Article},
	abstract = {A new class of natural antioxidants, chlorophyll a related chlorins 3, 4(S), 4(R), 5(R), 6, 7, 8, and 9, have been synthesized from a chlorophyll a degradation product, pheophorbide a methyl ester (1). Claisen-type intramolecular condensation of pyropheophorbide a methyl ester (2) afforded the common intermediate enol 3. Chlorin 1 and enol 3 have a propensity to undergo exocyclic ring opening by ionic bases. The organic base DBU was found to be an efficient reagent for promoting the asymmetric hydroxylation of these chlorins, using N-sulfonyloxaziridines, without cleavage of the exocyclic rings. Model studies for hydroxylactonization have shown that periodate oxidation of hydroxy ketone 10 stereoselectively and predominantly forms hydroxy lactone 17(S). Periodate oxidation of alpha-hydroxy 1,3-diketone 4(R) and/or 4(S) to furnish hydroxy lactone 5(R) and diketone 7 was found out to be regioselective, and the site of reaction depends on the appropriate choice of reaction media. H-1 NMR spectra have provided information on the absolute configuration of diastereomers at the C-13(2) or C-15(1) position.},
	keywords = {2-SULFONYLOXAZIRIDINES, CHEMISTRY, COMPOUND, DERIVATIVES, enol, HYDROXYLATION, ORIGINS, RCI, RUDITAPES-PHILIPPINARUM},
	isbn = {0022-3263},
	url = {<Go to ISI>://A1996UD65300039},
	author = {Ma, L. F. and Dolphin, D.}
}
@article {3753,
	title = {Synthesis and spectral studies of natural chlorins having antioxidative activity},
	journal = {Pure and Applied Chemistry},
	volume = {68},
	number = {3},
	year = {1996},
	note = {ISI Document Delivery No.: UM994Times Cited: 3Cited Reference Count: 1510th International Conference on Organic SynthesisDEC 11-16, 1994BANGALORE, INDIAInt Union Pure \& Appl Chem, Organ Chem Div, Indian Natl Sci Acad, Natl Organ Symp Trust, India, Indian Inst Sci, Jawaharlal Nehru Ctr Adv Sci Res},
	month = {Mar},
	pages = {765-769},
	type = {Proceedings Paper},
	abstract = {Starting from pheophorbide a methyl ester (1), a degradation product of chlorophyll a, novel natural antioxidants of chlorophyll a related chlorins 3, 5(S), 5(R), 8(R), 9-13 have been synthesized in high yields. Key steps involve formation of 5(R) and 5(8) via a DBU-promoted asymmetric hydroxylation of 3, and regioselective periodate oxidations of 5 to 8(R) and 9.},
	keywords = {COMPOUND, enol, RUDITAPES-PHILIPPINARUM},
	isbn = {0033-4545},
	url = {<Go to ISI>://A1996UM99400059},
	author = {Ma, L. F. and Dolphin, D.}
}
