A novel isoindoline, porritoxin sulfonic acid, from alternaria porri and the structure-phytotoxicity correlation of its related compounds

Bioscience, Biotechnology and Biochemistry

Volumn 67, Issue 7, 2003, Pages 1580-1583

  Horiuchi, Masayuki ^a   Ohnishi, Keiichiro ^b   Iwase, Noriyasu ^b   Nakajima, Yoshikazu ^b   Tounai, Kenji ^b   Yamashita, Masakazu ^b   Yamada, Yasumasa ^c  

^a RESEARCH INSTITUTE FOR PRODUCTION DEVELOPMENT   (Japan)

^b DOSHISHA UNIVERSITY   (Japan)

^c DOSHISHA WOMEN'S COLLEGE OF LIBERAL ARTS   (Japan)

Author keywords

Alternaria porri; Phytotoxin; Porritoxin sulfonic acid; Seedling growth assay; Zinniol

Indexed keywords

2 (2'' SULFOETHYL) 4 METHOXY 5 METHYL 6 (3' METHYL 2' BUTENYLOXY) 2,3 DIHYDRO 1H ISOINDOL 1 ONE; 2-(2''-SULFOETHYL)-4-METHOXY-5-METHYL-6-(3'-METHYL-2'-BUTENYLOXY)-2,3-DIHYDRO-1H-ISOINDOL-1-ONE; INDOLE DERIVATIVE; MYCOTOXIN; SULFONIC ACID DERIVATIVE;

ALTERNARIA; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; GROWTH, DEVELOPMENT AND AGING; ISOLATION AND PURIFICATION; LETTUCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT SEED; STRUCTURE ACTIVITY RELATION;

ALTERNARIA; INDOLES; LETTUCE; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; MYCOTOXINS; SEEDS; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONIC ACIDS;

ALLIUM PORRUM; ALTERNARIA; ALTERNARIA PORRI; LACTUCA;

EID: 2442503508     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.67.1580     Document Type: Article

References (12)

1. Cotty, P. J., and Misaghi, I. J., Zinniol production by Alternaria species. Phytopathology, 74, 785-788 (1984).
2. Suemitsu, R., Ohnishi, K., Morikawa, Y., Ideguchi, I., and Uno, H., Porritoxinol, a phytotoxin of Alternaria porri. Phytochemistry, 35, 603-605 (1994).
3. Suemitsu, R., Ohnishi, K., Horiuchi, M., Kitaguchi, A., and Odamura, K., Porritoxin, a phytotoxin of Alternaria porri. Phytochemistry, 31, 2325-2326 (1992).
4. Suemitsu, R., Ohnishi, K., Horiuchi, M., Morikawa, Y., Sakaki, Y., and Matsumoto, Y., Structure of porriolide, a new metabolite from Alternaria porri. Biosci. Biotechnol. Biochem., 57, 334-335 (1993).
5. Suemitsu, R., Ohnishi, K., Horiuchi, M., and Morikawa, Y., Isolation and identification of 6-(3?,3' - dimethylallyloxy)-4-methoxy-5-methyl-phthalide from Alternaria porri. Biosci. Biotechnol. Biochem., 56, 986 (1992).
6. Suemitsu, R., Ohnishi, K., Morikawa, Y., and Nagatomo, S., Zinnimidine and 5-(3',3'-dimethylallyloxy)-7-methoxy-6-methylphthalide from Alternaria porri. Phytochemistry, 38, 495-497 (1995).
7. Horiuchi, M., Maoka, T., Iwase, N., and Ohnishi, K., Reinvestigation of structure of porritoxin, a phytotoxin of Alternaria porri. J. Nat. Prod., 65, 1204-1205 (2002).
8. Okamura, N., Mimura, K., Haraguchi, H., Shingu, K., Miyahara, K., and Yagi, A., Altersolanol-related compounds from the culture liquid of Alternaria solani. Phytochemistry, 42, 77-80 (1996).
9. Gamboa-Angulo, M. M., Escalante-Erosa, F., Garcia-Sosa, K., Alejos-Gonzalez, F., Delgado-La-mas, G., and Pena-Rodriguez, L. M., Natural zinniol derivatives from Alternaria tagetica. Isolation, synthesis, and structure-activity correlation. J. Agric. Food Chem., 50, 1053-1058 (2002).
10. Barash, I., Mor, H., Netzer, D., and Kashman, Y., Production of zinniol by Alternaria dauci and its phytotoxic effect on carrot. Physiol. Plant Pathol., 19, 7-16 (1981).
11. Stierle, A., Hershenhorn, J., and Strobel, G., Zinniol-related phytotoxins from Alternaria cichorii. Phytochemistry, 32, 1145-1149 (1993).
12. Ichihara, A., Tazaki, H., and Sakamura, S., The structure of zinnolide, a new phytotoxin from Alternaria solani. Agric. Biol. Chem., 49, 2811-2812 (1985).