Radio labelling of the gibberellin plant growth inhibitor 16,17-dihydro-GA5

2004 ◽  
Vol 82 (2) ◽  
pp. 293-300 ◽  
Author(s):  
Ellen J Beck ◽  
Bruce Twitchin ◽  
Lewis N Mander
Keyword(s):  
Plant Growth ◽  
Gibberellic Acid ◽  
Wittig Reaction ◽  
Growth Inhibitor ◽  
Carbon Skeleton ◽  
Step Procedure ◽  
Plant Growth Inhibitor ◽  
Claisen Reaction ◽  
Radio Labelling ◽  
Derivatives Of

An improved five-step procedure has been developed for the synthesis of the gibberellin plant growth inhibitor 16,17-dihydro-GA5 from gibberellic acid. The 3-13C and 3-14C derivatives of this material have also been prepared by excising C-3 from the carbon skeleton (ozonolysis of a Δ2-alkene derivative and subsequent retro-Claisen reaction) and then reassembling the A-ring by means of an intramolecular aldol reaction.Key words: gibberellin, growth inhibitor, degradation, Radio labelling, Wittig reaction.

scholarly journals Discovery, characterization and functional improvement of kumamonamide as a novel plant growth inhibitor that disturbs plant microtubules

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Takashi Ishida ◽  
Haruna Yoshimura ◽  
Masatsugu Takekawa ◽  
Takumi Higaki ◽  
Takashi Ideue ◽  
...  
Keyword(s):  
Plant Growth ◽  
Human Life ◽  
Growth Inhibitor ◽  
Herbicidal Activity ◽  
Functional Improvement ◽  
Microtubule Inhibitors ◽  
Plant Microtubules ◽  
Plant Growth Inhibitor ◽  
Derivatives Of ◽  
Synthetic Intermediate

AbstractThe discovery and useful application of natural products can help improve human life. Chemicals that inhibit plant growth are broadly utilized as herbicides to control weeds. As various types of herbicides are required, the identification of compounds with novel modes of action is desirable. In the present study, we discovered a novelN-alkoxypyrrole compound, kumamonamide fromStreptomyces werraensisMK493-CF1 and established a total synthesis procedure. Resulted in the bioactivity assays, we found that kumamonamic acid, a synthetic intermediate of kumamonamide, is a potential plant growth inhibitor. Further, we developed various derivatives of kumamonamic acid, including a kumamonamic acid nonyloxy derivative (KAND), which displayed high herbicidal activity without adverse effects on HeLa cell growth. We also detected that kumamonamic acid derivatives disturb plant microtubules; and additionally, that KAND affected actin filaments and induced cell death. These multifaceted effects differ from those of known microtubule inhibitors, suggesting a novel mode of action of kumamonamic acid, which represents an important lead for the development of new herbicides.

Xanthoxin, a recently discovered plant growth inhibitor

1972 ◽  
Vol 180 (1060) ◽  
pp. 317-346 ◽  
Keyword(s):  
Plant Growth ◽  
Growth Inhibitor ◽  
Wheat Coleoptile ◽  
Spectroscopic Techniques ◽  
Plant Growth Inhibitor ◽  
Coleoptile Section ◽  
Cress Seed ◽  
Aba Content ◽  
Seed Germination Test

The naturally occurring plant growth inhibitor xanthoxin which was discovered in these laboratories has been prepared in vitro by the oxidation of the pigment violaxanthin with neutral zinc permanganate solution. By the use of chemical and spectroscopic techniques, xanthoxin has been characterized as a mixture of the 2- cis , 4- trans - and 2- trans , 4- trans -isomers of 5-(1', 2', -epoxy-4'-hydroxy-2', 6', 6'-tri-methyl-1'-cyclohexy)-3-methyl-pentadienal. These are also obtained by similar oxidations of neoxanthin, antheraxanthin and lutein epoxide. Cis, trans -xanthoxin probably arises from the corresponding cis -xanthophyll and its conversion to ( + )-ABA by simple chemical procedures is reported. The biological activity of cis, trans -xanthoxin has been shown to be considerably greater than that of the trans, trans -isomer. It is comparable with that of ( ± )-ABA in the wheat coleoptile section, the lettuce hypocotyl and bean petiole abscission tests, but greater than that of ( ± )-ABA in the cress seed germination test. Xanthoxin is shown to antagonize the growth-promoting effects of the plant hormones 3-indolylacetic acid, gibberellic acid and kinetin. Other xanthoxin derivatives have been prepared and their activities in several tests are also reported. The uptake of xanthoxin by tomato shoots leads to a subsequent large increase in the ABA content of the tissue. Evidence is presented for a possible biogenetic conversion of cis, trans -xanthoxin into ( + )-ABA by plants.

scholarly journals (+)-Isoamericanol A: A Plant Growth Inhibitor From Heliotropium indicum

2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1984578
Author(s):  
Sirinapa Chaipon ◽  
Sutjaritpan Boonmee ◽  
Arihiro Iwasaki ◽  
Kiyotake Suenaga ◽  
Hisashi Kato-Noguchi
Keyword(s):  
Plant Growth ◽  
Inhibitory Activity ◽  
Growth Inhibitor ◽  
Allelopathic Effect ◽  
Inhibitory Substance ◽  
Growth Inhibitory ◽  
Growth Inhibitory Activity ◽  
Plant Growth Inhibitor ◽  
Heliotropium Indicum ◽  
Allelopathic Substance

A plant growth inhibitory substance was isolated from Heliotropium indicum by bioassay-guided purification and characterized to be (+)-isoamericanol A. (+)-Isoamericanol A significantly inhibited seedling growth of cress at a concentration greater than 0.1 mM. The concentrations of (+)-isoamericanol A required for 50% growth inhibition of cress roots and hypocotyls were 0.5 and 0.4 mM, respectively. This inhibition indicates that (+)-isoamericanol A had a growth inhibitory activity and may contribute to the allelopathic effect of H. indicum. This report is the first on the plant growth inhibitory activity of (+)-isoamericanol A as an allelopathic substance.

Isolation and Structure of Fasciculol A, a New Plant Growth Inhibitor fromNeamatoloma fasciculare†,††

1977 ◽  
Vol 41 (8) ◽  
pp. 1539-1541 ◽  
Author(s):  
Michimasa Ikeda ◽  
Yoshifumi Sato ◽  
Masaharu Izawa ◽  
Takeshi Sassa ◽  
Yukichi Miura
Keyword(s):  
Plant Growth ◽  
Growth Inhibitor ◽  
Plant Growth Inhibitor

cis-Cinnamoyl Glucoside as a Major Plant Growth Inhibitor Contained in Spiraea prunifolia

2005 ◽  
Vol 46 (2) ◽  
pp. 125-131 ◽  
Author(s):  
Sayaka Morita ◽  
Syuntaro Hiradate ◽  
Yoshiharu Fujii ◽  
Jiro Harada
Keyword(s):  
Plant Growth ◽  
Growth Inhibitor ◽  
Plant Growth Inhibitor

Chaetoglobosin K: a new plant growth inhibitor and toxin from Diplodia macrospora

1980 ◽  
Vol 28 (1) ◽  
pp. 139-142 ◽  
Author(s):  
Horace G. Cutler ◽  
Farrist G. Crumley ◽  
Richard H. Cox ◽  
Richard J. Cole ◽  
Joe W. Dorner ◽  
...  
Keyword(s):  
Plant Growth ◽  
Growth Inhibitor ◽  
Plant Growth Inhibitor ◽  
Chaetoglobosin K
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