Subulatin, an antioxidic caffeic acid derivative isolated from the in vitro cultured liverworts, jungermannia subulata, lophocolea heterophylla, and scapania parvitexta

Bioscience, Biotechnology and Biochemistry

Volumn 66, Issue 2, 2002, Pages 255-261

  Tazaki, Hiroyuki ^a   Ito, Mayumi ^a   Miyoshi, Masako ^a   Kawabata, Jun ^b   Fukushi, Eri ^b   Fujita, Takashi ^c   Motouri, Mutsumi ^c   Furuki, Tatsuo ^d   Nabeta, Kensuke ^a  

^a OBIHIRO UNIVERSITY OF AGRICULTURE AND VETERINARY MEDICINE   (Japan)

^b HOKKAIDO UNIVERSITY   (Japan)

^c SNOW BRAND MILK PRODUCTS CO LTD   (Japan)

^d NATURAL HISTORY MUSEUM AND INSTITUTE   (Japan)

Author keywords

Antioxidant; Caffeic acid; Hepaticae; Lignan; Phaselic acid

Indexed keywords

BRYOPHYTA; BRYOPHYTES; JUNGERMANNIA; JUNGERMANNIA SUBALATA; LOPHOCOLEA; LOPHOCOLEA HETEROPHYLLA; MARCHANTIOPHYTA; PTERIDOPHYTA; SCAPANIA;

ANTIOXIDANT; CAFFEIC ACID DERIVATIVE; GLUCOSIDE; SUBULATIN;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CIRCULAR DICHROISM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT;

ANTIOXIDANTS; CAFFEIC ACIDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CIRCULAR DICHROISM; GLUCOSIDES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PLANTS;

EID: 0036483544     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.66.255     Document Type: Article

References (25)

1. Asakawa, Y., in Progress in the Chemistry of Organic Natural Products, Herz, W., Kirby, G. W., Moore, R. E., Steglich, W., and Tamm, Ch. (Eds.), Springer, Wien, 65, pp. 1-618 (1995).
2. Cullmann, F., Adam, K.-P., and Becker, H., Bisbibenzyls and lignans from Pellia epiphylla. Phytochem., 34, 831-834 (1993).
3. Cullmann, F., Adam, K.-P., Zapp, J., and Becker, H., Pelliatin, a macrocyclic lignan derivative from Pellia epiphylla. Phytochem., 41, 611-615 (1996).
4. Mues, R., Huneck, S., Connolly, J. D., and Rycroft, D. S., Scapaniapyrone A, a novel aromatic constituent of the liverwort Scapania undulata. Tetrahedron Lett., 29, 6793-6796 (1988).
5. Tazaki, H., Adam K.-P., and Becker, H., Five lignan derivatives from in vitro cultures of the liverwort, Jamesoniella autumnalis. Phytochem., 40, 1671-1675 (1995).
6. Tazaki, H., Hayashida, T., Ito, M., Minoshima, S., Furuki, T., and Nabeta, K., Erimopyrone, a lignan derivative from the liverwort Moerckia erimona. Biosci. Biotechnol. Biochem., 63, 1238-1241 (1999).
7. Tazaki, H., Hayashida, T., Ishikawa, F., Taguchi, D., Takasawa, T., and Nabeta, K., lignan biosynthesis in liverworts Jamesoniella autumnalis and Lophocolea heterophylla. Tetrahedron Lett., 40, 101-104 (1999).
8. Martini, U., Zapp, J., and Becker, H., Lignans from the liverwort Bazzania trilobata. Phytochem., 49, 1139-1146 (1998).
9. Cullmann, F., and Becker, H., Lignans from the liverwort Lepicolea ochroleuca. Phytochem., 52, 1651-1656 (1999).
10. Tazaki, H., Iwasaki, T., Nakasuga, I., Kobayashi, K., Koshino, H., Tanaka, M., and Nabeta, K., ent-Kaurane-type diterpenoids produced by cell culture of the liverwort Jungermannia subulata. Phytochem., 52, 1427-1430 (1999).
11. Ohta, Y., Ishikawa, M., Abe, S., Katoh, K., and Hirose, Y., Growth behavior of a liverwort, Junger-mannia subulata Evans, in a cell susupension culture. The role of organic acids required for cell growth. Plant and Cell Physiol., 22, 1533-1540 (1981).
12. Ohta, Y., and Hirose, Y., Induction and characteristics of cultured cells from some liverworts of Junger-manniales. J. Hattori Bot. Lab., 53, 239-244 (1982).
13. Ohta, Y., Kato, K., and Takeda, R., Growth and secondary metabolites production in cultured cells of liverworts. In Bryophyte Development: Physiology and Biochemistry, Chopra, R.N., and Bhatla, S.C. (Eds.), Boca Raton CRC Press, pp. 209-223 (1990).
14. Toyota, M., Asakawa, Y., and Frahm, J.-P., Homomono- and sesquiterpenoids from the liverwort Lophocolea heterophylla. Phytochem., 29, 2334-2335 (1990).
15. Rieck, A. and Konig, W. A., Furano-eudesma-4(15),7,11-trien-5-ol from the liverwort Lophocolea heterophylla. Phytochem., 43, 1055-1056 (1996).
16. Matsuo, A., Nakayama, M., and Hayashi, S., Sesquiterpene hydrocarbons of the liverwort, Scapa-nia parvitexta. Bull. Chem. Soc. Japan, 46, 1010-1011 (1973).
17. Osawa, T., Ide, A., Su, J.-D., and Namiki, M., Inhibition of lipid peroxidation by ellagic acid. J. Agric. Food Chem., 35, 808-812 (1987).
18. Yoshihara, T., Yoshikawa, H., Kunimatsu, S., Sakamura, S., and Sakuma, T., New amino acid derivatives conjugated with caffeic acid and DOPA from red clover (Trifolium pratense). Agric. Biol. Chem., 41, 1679-1684 (1977).
19. Brandl, W., Herrmann, K., and Grotjahn, L., Hydroxycinnamoyl ester of malic acid in small radish (Raphanus sativus L. var. sativus). Z. Naturforsch., 39C, 515-520 (1984).
20. Hahn, R. and Nahrstedt, A., Hydroxycinnamic acid derivatives, caffeoylmalic and new caffeoylaldonic acid esters, from Chelidonium majus. Planta Med., 59, 71-75 (1993).
21. Cullmann, F., Schmidt, A., Schuld, F., Trennheuser, M. L., and Becker, H., Lignans from the liverworts Lepidozia incurvata, Chiloscyphus polyanthos and Jungermannia exsertifolia ssp. cordifolia. Phytochem., 52, 1647-1650 (1999).
22. Hahn, R. and Nahrstedt, A., High content of hydroxycinnamic acids esterified with (+)-D-malic acid in the upper parts of Fumaria officinalis. Planta Med., 59, 189-190 (1993).
23. Scarpati, M. L. and Oriente, G., Isolamento dal fagiolo (Phaseolus vulgaris) dell’acido faselico, sua constituzione e sintesi. Gazz. Chim. Ital., 90, 212-219 (1960).
24. Wang, S., Ghisalberti, E. L., and Ridsdill-Smith, J., Bioactive isoflavonols and other components from Trifolium subterraneum. J. Nat. Prod., 61, 508-510 (1998).
25. Winter, M. and Herrmann, K., Esters and glucosides of hydroxycinnamic acids in vegetables. J. Agric. Food Chem., 34, 616-620 (1986).