Research Topics
| T MaokaSummaryAffiliation: Kyoto City Hospital Country: Japan Publications
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Publications
Anti-oxidative, anti-tumor-promoting, and anti-carcinogenic activities of adonirubin and adonixanthinTakashi Maoka
Research Institute for Production Development, Sakyou ku, Kyoto 607 0805, Japan
J Oleo Sci 62:181-6. 2013....
Anti-oxidative, anti-tumor-promoting, and anti-carcinogensis activities of nitroastaxanthin and nitrolutein, the reaction products of astaxanthin and lutein with peroxynitriteTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Mar Drugs 10:1391-9. 2012..These activities were slightly higher than those of astaxanthin. Similar results were obtained for the 15-nitrolutein, a major reaction product of lutein with peroxynitrite...
Characterization and singlet oxygen quenching activity of (3R)-3-hydroxy-4-ketotorulene and (3R)-3-hydroxy-4-keto-γ-carotene isolated from the yeast Xanthophyllomyces dendrorhrousTakashi Maoka
Research Institute for Production Development, Division of Food Function and Chemistry, Kyoto, Japan
J Oleo Sci 61:401-6. 2012..Both 1 and 2 showed potent singlet oxygen (¹O₂) quenching activity as that of astaxanthin and lycopene, which were well known strong ¹O₂ quencher...
Identification of carotenoids in the freshwater shellfish Unio douglasiae nipponensis, Anodonta lauta, Cipangopaludina chinensis laeta, and Semisulcospira libertinaTakashi Maoka
Research Institute for Production Development, Japan
J Oleo Sci 61:69-74. 2012..In contrast, lutein and zeaxanthin were found to be the major carotenoids in C. chinensis laeta. In addition, a series of keto carotenoids was also identified in S. libertina...
A series of 19'-hexanoyloxyfucoxanthin derivatives from the sea mussel, Mytilus galloprovincialis, grown in the Black Sea, UkraineTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Agric Food Chem 59:13059-64. 2011..These structures were charcterized by UV-vis, fast atom bombardment mass spectrometry, circular dichroism, and (1)H NMR spectroscopic data. They were assumed to be metabolites of 19'-hexanoyloxyfucoxanthin (1)...
New C37 skeletal carotenoid from the clam, Paphia amabillisTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Agric Food Chem 56:12069-72. 2008..The fatty acids esterified with hydratopyrrhoxanthinol were assigned as C22:6, C20:1, C20:4, C20:5, C18:0, C18:1, C17:0, C16:0, C16:1, and C14:0 on the basis of FAB-MS data...
Recent progress in structural studies of carotenoids in animals and plantsTakashi Maoka
Research Institute for Production Development, Food Function and Chemistry, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Arch Biochem Biophys 483:191-5. 2009..The present paper provides a review of new structural carotenoids isolated from aquatic animals and higher plants by our group over the last five years...
Pittosporumxanthins, cycloaddition products of carotenoids with alpha-tocopherol from seeds of Pittosporum tobiraTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Nat Prod 71:622-7. 2008..Compounds 3, 5, and 7 were assigned (11' R,12' S) and 4, 6, and 8 (11' S,12' R) absolute configurations using CD measurements...
5-Hydroxy-seco-carotenoids from Pittosporum tobiraTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Phytochemistry 67:2120-5. 2006....
Carotenoids and their fatty acid esters of spiny lobster Panulirus japonicusTakashi Maoka
Research Institute for Production Development, Kyoto, Japan
J Oleo Sci 57:145-52. 2008..Furthermore, 2,3-didehydrocanthaxanthin (4) was first identified as a natural product...
Carotenoids with a 5,6-dihydro-5,6-dihydroxy-beta-end group, from yellow sweet potato "Benimasari", Ipomoea batatas LamTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Phytochemistry 68:1740-5. 2007....
2,3'-Dihydroxycanthaxanthin, a new carotenoid with a 2-hydroxy-4-oxo-beta-end group from the hermit crab, Paralithodes brevipesTakashi Maoka
Research Institute for Production Development, Kyoto, Japan
Chem Pharm Bull (Tokyo) 54:1462-4. 2006..Chiral resolution of 1 by HPLC using a chiral column provided two stereoisomers, 1a and 1b. The 3'R and 3'S chirality were determined for 1a and 1b, respectively, by CD spectra...
Structure of new carotenoids with a 3,4-dihydroxy-beta-end group from the oyster Crassostrea gigasTakashi Maoka
Research Institute for Production Development 15 Shimogama morimoto cho, Sakyo ku, Kyoto 606 0805, Japan
Chem Pharm Bull (Tokyo) 53:1207-9. 2005....
Structure of new carotenoids from corbicula clam Corbicula japonicaTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Nat Prod 68:1341-4. 2005..Their structures were determined by chemical and spectral data...
Carotenoids in three species of Corbicula Clams, Corbicula japonica, Corbicula sandai, and Corbicula sp. (Chinese Freshwater Corbicula Clam)Takashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Agric Food Chem 53:8357-64. 2005..They were assumed to be peculiar carotenoids in corbicula clams...
Structure of new carotenoids with the 6-oxo-kappa end group from the fruits of paprika, Capsicum annuumTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Nat Prod 67:115-7. 2004..The structures of 1 and 2 were determined to be (3R,5'R)-3-hydroxy-beta,kappa-caroten-6'-one and (5'R)-3,4-didehydro-beta,kappa-caroten-6'-one, respectively, from UV-vis, NMR, CD, HRFABMS, and FABMS/MS spectra...
Sterically hindered carotenoids with 3Z, 5Z configuration from the seeds of oriental bitter sweet, Celastrus orbiculatusTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Phytochemistry 70:920-3. 2009..This is the first report on carotenoids with a 3Z, 5Z configuration...
Isolation of a series of apocarotenoids from the fruits of the red paprika Capsicum annuum LT Maoka
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
J Agric Food Chem 49:1601-6. 2001..These apocarotenoids were assumed to be oxidative cleavage products of C(40) carotenoid such as capsanthin in paprika...
Capsanthone 3,6-epoxide, a new carotenoid from the fruits of the red paprika Capsicum annuum LT Maoka
Kyoto Pharmaceutical University, Misasagi, Yamashina ku, Kyoto 607 8412, Japan
J Agric Food Chem 49:3965-8. 2001..Capsanthone 3,6-epoxide is assumed to be an oxidative metabolite of capsanthin 3,6-epoxide in paprika...
Cancer chemopreventive activity of carotenoids in the fruits of red paprika Capsicum annuum LT Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, 606 0805, Kyoto, Japan
Cancer Lett 172:103-9. 2001....
Carotenoids and their fatty acid esters in the petals of Adonis aestivalisTakashi Maoka
Research Institute for Production Development, Kyoto, Japan
J Oleo Sci 60:47-52. 2011..8%, free: 0.3%) were identified as the major components. The fatty acids esterified with astaxanthin and adonirubin were assigned as C18:0, C18:1, C16:0, C16:1, C14:0, C12:0, and C10:0 from the FAB-MS spectral data...
Isolation and characterization of dinochrome A and B, anti-carcinogenic active carotenoids from the fresh Water red tide Peridinium bipesTakashi Maoka
Kyoto Pharamceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 50:1630-3. 2002..Furthermore, dinochrome A was found to inhibit the proliferation of human malignant tumor cells, such as GOTO, OST and HeLa cells...
Carotenoids in marine animalsTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Mar Drugs 9:278-93. 2011....
Carotenoids in clams, Ruditapes philippinarum and Meretrix petechialisTakashi Maoka
Research Institute for Production Development, Sakyo ku, Kyoto, Japan
J Agric Food Chem 58:5784-8. 2010..Crassostreaxanthin A 3-acetate and crassostreaxanthin B 3-acetate were first isolated and completely characterized by spectroscopic data. Furthermore, possible metabolic pathways of fucoxanthin in clams were proposed...
Structure of minor carotenoids from the crown-of-thorns starfish, Acanthaster planciTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Nat Prod 73:675-8. 2010..Their structures were determined on the basis of chemical and spectroscopic data...
Structures of carotenoids with 5,6-dihydro-beta-end groups from the spindle shell Fusinus perplexusM Tsushima
Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607 8414, Japan
J Nat Prod 64:1139-42. 2001....
Structures of five new carotenoids from the oyster Crassostrea gigasT Maoka
Kyoto Pharmaceutical University, Yamashina-ku, Kyoto 607-8414, Japan
J Nat Prod 64:578-81. 2001..In the FAB-MS/MS of 2-4, having the 5-hydroxy-3,6-epoxy-5,6-dihydro-beta-carotene moiety, the characteristic product ions resulting from the sequential cleavage of C-C bonds in the polyene chain were observed...
Structure of three new carotenoids with a 3-methoxy-5-keto-5,6-seco-4,6-cyclo-beta end group from the seeds of Pittosporum tobiraY Fujiwara
Kyoto Pharmaceutical University, Japan
Chem Pharm Bull (Tokyo) 49:985-7. 2001..Three new carotenoids with a 3-methoxy-5-keto-5,6-seco-4,6-cyclo-beta end group (1-3) have been isolated from the seeds of Pittosporum tobira. Their structures were elucidated by detailed analyses of nuclear magnetic resonance and UV data...
Isolation of stereoisomeric epoxy carotenoids and new acetylenic carotenoid from the common freshwater goby Rhinogobius brunneusM Tsushima
Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607 8412, Japan
J Nat Prod 63:960-4. 2000..Furthermore, a new acetylenic triol carotenoid, gobiusxanthin (3), was obtained, and its structure was determined to be 7,8-didehydro-beta, epsilon-carotene-3,3', 6'-triol by chemical and spectral data...
Salmoxanthin, deepoxysalmoxanthin, and 7,8-didehydrodeepoxysalmoxanthin from the Salmon Oncorhynchus ketaT Matsuno
Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8412, Japan
J Nat Prod 64:507-10. 2001....
Reinvestigation of structure of porritoxin, a phytotoxin of Alternaria porriMasayuki Horiuchi
Research Institute for Production Development, 15 Shimogamo Morimoto-cho, Sakyoku, Kyoto 606-0805, Japan
J Nat Prod 65:1204-5. 2002..Thus our previous proposed structure, 8-(3',3'-dimethylallyloxy)-10-methoxy-9-methyl-1H-3,4-dihydro-2,5-benzoxazocin-6(5H)-one (2), is incorrect...
New bis-secolabdane diterpenoids from Excoecaria agallochaTenji Konishi
Kyoto Pharmaceutical University, 5 Nakauchi cho, Misasagi, Yamashina ku, Kyoto 607 8414, Japan
J Nat Prod 66:108-11. 2003..The structures of 1 and 2 were established on the basis of spectroscopic data interpretation and chemical evidence...
Porritoxins, metabolites of Alternaria porri, as anti-tumor-promoting active compoundsMasayuki Horiuchi
Research Institute for Production Development, Sakyo ku, Kyoto 606 0805, Japan
Nat Prod Res 20:161-6. 2006..Inhibitory effect of porritoxin (1) and (2) was superior to that of beta-carotene, a well-known anti-tumor promoter. Furthermore, the structure-activity correlation of porritoxins and their related compounds were discussed...
Characterization of fucoxanthin and fucoxanthinol esters in the Chinese surf clam, Mactra chinensisTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
J Agric Food Chem 55:1563-7. 2007..The fatty acids esterified with fucoxanthin and fucoxanthinol were identified as C24:6, C22:5, C22:6, C20:5, C20:0, C20:1, C18:0, C18:1, C16:0, C16:1, and C14:0 by FAB-MS data...
New quinone sulfates from the crinoids Tropiometra afra macrodiscus and Oxycomanthus japonicusDaizo Takahashi
Kyoto Pharmaceutical University, Kyoto, Japan
Chem Pharm Bull (Tokyo) 50:1609-12. 2002..Ptilometric acid 6-O-sulfate (1) showed an antifeedant activity on fish...
Characterization of epoxy carotenoids by fast atom bombardment collision-induced dissociation MS/MSTakashi Maoka
Research Institute for Production Development, Kyoto 606-0805, Japan
Lipids 39:179-83. 2004....
Carotenoids in marine invertebrates living along the Kuroshio current coastTakashi Maoka
Research Institute for Production Development, 15 Shimogamo Morimoto Cho, Sakyo ku, Kyoto 606 0805, Japan
Mar Drugs 9:1419-27. 2011..Carotenoids found in these marine animals closely reflected not only their metabolism but also their food chains...
Astaxanthin limits exercise-induced skeletal and cardiac muscle damage in miceWataru Aoi
Department of Medicine, Kyoto Prefectural University of Medicine, Kyoto, 602 0841, Japan
Antioxid Redox Signal 5:139-44. 2003..Astaxanthin can attenuate exercise-induced damage in mouse skeletal muscle and heart, including an associated neutrophil infiltration that induces further damage...
Substrate specificities and availability of fucosyltransferase and beta-carotene hydroxylase for myxol 2'-fucoside synthesis in Anabaena sp. strain PCC 7120 compared with Synechocystis sp. strain PCC 6803Mari Mochimaru
Department of Natural Sciences, Komazawa University, Tokyo 154 8525, Japan
J Bacteriol 190:6726-33. 2008..Thus, the substrate specificities or substrate availabilities of both fucosyltransferase and CrtR were different in these species. The biosynthetic pathways of carotenoids in Anabaena sp. strain PCC 7120 are discussed...
Presence of free myxol and 4-hydroxymyxol and absence of myxol glycosides in Anabaena variabilis ATCC 29413, and proposal of a biosynthetic pathway of carotenoidsShinichi Takaichi
Biological Laboratory, Nippon Medical School, Kawasaki, 211 0063 Japan
Plant Cell Physiol 47:211-6. 2006..variabilis ATCC 29413, we proposed a biosynthetic pathway of the carotenoids and the corresponding genes and enzymes. The homologous genes were searched by sequence homology only from the functionally confirmed genes...
Diapolycopenedioic acid xylosyl esters A, B, and C, novel antioxidative glyco-C30-carotenoic acids produced by a new marine bacterium Rubritalea squalenifaciensKazutoshi Shindo
Department of Food and Nutrition, Japan Women s University, Bunkyo ku, Tokyo, Japan
J Antibiot (Tokyo) 61:185-91. 2008..Diapolycopenedioic acid xylosyl ester A showed potent antioxidative activity in a (1)O(2) suppression model...
Analysis of carotenoid composition in petals of calendula (Calendula officinalis L.)Sanae Kishimoto
National Institute of Floricultural Science, Ibaraki, Japan
Biosci Biotechnol Biochem 69:2122-8. 2005..Additionally, (5Z,9Z,5'Z)-lycopene (2) has been reported only as a synthesized compound...
Reaction of retinol with peroxynitriteRie Suzuki
Faculty of Agriculture, Shizuoka University, Japan
Biosci Biotechnol Biochem 71:2596-9. 2007..From these results, it was observed that retinol can undergo a nitration reaction with peroxynitrite. Furthermore, the formation mechanisms of 1, 2, and 3 from retinol with peroxynitrite are discussed...
Allenic and cumulenic lipidsValery M Dembitsky
Department of Medicinal Chemistry and Natural Products, School of Pharmacy, P O Box 12065, Hebrew University, Jerusalem 91120, Israel
Prog Lipid Res 46:328-75. 2007..This review emphasizes the role of natural and synthetic allenic and cumulenic lipids and other related compounds as an important source of leads for drug discovery...
Major carotenoid isolated from Paracoccus schoinia NBRC 100637T is adonixanthin diglucosideShinichi Takaichi
Biological Laboratory, Nippon Medical School, Kosugi cho 2, Nakahara, Kawasaki 211 0063, Japan
J Nat Prod 69:1823-5. 2006..The minor carotenoids in this bacterium included astaxanthin diglucoside, zeaxanthin diglucoside, canthaxanthin, echinenone, zeaxanthin, beta-cryptoxanthin, and beta-carotene...
Carotenoid composition in petals of chrysanthemum (Dendranthema grandiflorum (Ramat.) Kitamura)Sanae Kishimoto
National Institute of Floricultural Science, Fujimoto 2 1, Tsukuba, Ibaraki 305 8519, Japan
Phytochemistry 65:2781-7. 2004..The analyses indicate that carotenoids from the petals of chrysanthemum have a very characteristic composition...
Malaria parasites giving rise to recrudescence in vitroShusuke Nakazawa
Institute of Tropical Medicine, Nagasaki University, Sakamoto 1 12 4, Nagasaki 852 8523, Japan
Antimicrob Agents Chemother 46:958-65. 2002..These results suggest that a parasite culture may contain parasites in some phases that are not killed by drug for up to 10 days, which explains the recrudescences that occur even after treatment...
The cyanobacterium Gloeobacter violaceus PCC 7421 uses bacterial-type phytoene desaturase in carotenoid biosynthesisTohru Tsuchiya
Department of Technology and Ecology, Hall of Global Environmental Research, Kyoto University, Kyoto 606 8501, Japan
FEBS Lett 579:2125-9. 2005..We also revealed that echinenone synthesis is catalyzed by CrtW rather than CrtO. These findings indicated that Gloeobacter retains ancestral properties of carotenoid biosynthesis...
Structure of beta-glucan oligomer from laminarin and its effect on human monocytes to inhibit the proliferation of U937 cellsZhongcun Pang
Graduate School of Agriculture, Kyoto Prefectural University, Japan
Biosci Biotechnol Biochem 69:553-8. 2005..3:1. These results indicate that the beta-1,3-glucan oligomer with a higher content of beta-1,6-linkage stimulates monocytes to inhibit the proliferation of U937 cells...
Halocynthiaxanthin and peridinin sensitize colon cancer cell lines to tumor necrosis factor-related apoptosis-inducing ligandTatsushi Yoshida
Department of Molecular Targeting Cancer Prevention, Graduate School of Medical Science, Kyoto Prefectural University of Medicine, Kawaramachi Hirokoji, Kamigyo ku, Kyoto 602 8566, Japan
Mol Cancer Res 5:615-25. 2007..These results indicate that the combination of certain carotenoids and TRAIL is a new strategy to overcome TRAIL resistance in cancer cells...
Myxol and 4-ketomyxol 2'-fucosides, not rhamnosides, from Anabaena sp. PCC 7120 and Nostoc punctiforme PCC 73102, and proposal for the biosynthetic pathway of carotenoidsShinichi Takaichi
Biological Laboratory, Nippon Medical School, Kawasaki, 211 0063 Japan
Plant Cell Physiol 46:497-504. 2005..Finally, we investigated the phylogenetic relationships among some Anabaena and Nostoc species, including some newly isolated species...
Novel carotenoid glucoside esters from alkaliphilic heliobacteriaShinichi Takaichi
Biological Laboratory, Nippon Medical School, Nakahara, Kawasaki 211 0063, Japan
Arch Microbiol 179:95-100. 2003..The non-alkaliphilic species Heliophilum fasciatum also contained trace amounts of the two OH-diaponeurosporene glucoside esters. The results are used to predict the pathway of carotenoid biosynthesis in heliobacteria...
Guaiacylglycerol-7'-O-methyl 8'-vanillic acid ether and related compounds from Boreava orientalisAkiyo Sakushima
Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari Tobetsu, Hokkaido 061 0293, Japan
Phytochem Anal 14:48-53. 2003..Structural determinations were made on the basis of UV, MS, 1H- and 13C-NMR spectral data, including two-dimensional shift correlation. The relative configurations were assigned on the basis of 1H-NMR chemical shifts...
Prevention of diabetic nephropathy by treatment with astaxanthin in diabetic db/db miceYuji Naito
Molecular Gastroenterology and Hepatology, Graduate School of Medical Science, Kyoto Prefectural University of Medicine, Kamigyo-ku, Kyoto 602-8566, Japan
Biofactors 20:49-59. 2004..In conclusion, administration of astaxanthin might be a novel approach for the prevention of diabetes nephropathy...
Suppressive effects of alloxanthin and diatoxanthin from Halocynthia roretzi on LPS-induced expression of pro-inflammatory genes in RAW264.7 cellsIzumi Konishi
Faculty of Fisheries Sciences, Hokkaido University, Hokkaido, Japan
J Oleo Sci 57:181-9. 2008..7 cells induced by LPS. The suppressive effects of these carotenoids were remarkable compared to those of beta-carotene and zeaxanthin...
Production of phytoene, a carotenoid, and induction of connexin 26 in transgenic mice carrying the phytoene synthase gene crtBYoshiko Satomi
Department of Biochemistry and Molecular Biology, Graduate School of Medical Science, Kyoto Prefectural University of Medicine, Kawaramachi Hirokoji, Kamigyo ku, Kyoto 602 8566, Japan
Biochem Biophys Res Commun 320:398-401. 2004..Phytoene-producing mice provide a useful system in which to investigate the in vivo function of the carotenoid phytoene...
Synthesis of phosphatidylated-monoterpene alcohols catalyzed by phospholipase D and their antiproliferative effects on human cancer cellsYukihiro Yamamoto
Faculty of Fisheries Sciences, Hokkaido University, 3 1 1 Minato, Hakodate, Hokkaido 041 8611, Japan
Bioorg Med Chem Lett 18:4044-6. 2008..The synthetic phosphatidylated monoterpenes showed a markedly antiproliferative effect on human prostate PC-3 and human leukemia HL-60 cells at 100 microM, while the free monoterpene alcohols had no effect at 400 microM...
