The phytoalexins desoxyhemigossypol and hemigossypol are elicited by Xanthomonas in Gossypium cotyledons

Abraham, Koshy; Pierce, Margaret L.; Essenberg, Margaret

doi:10.1016/s0031-9422(99)00331-3

Cited by 47 publications

(19 citation statements)

References 33 publications

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“…are inhibitors of bacterial fatty acid synthetase (Type II) [62,63]. The results of the biological activity tests indicate also that Schiff bases containing heterocyclic aromatic rings in their structures like thiophene (7), indol (8), imidazol (14) have greater antibacterial activity than those containing aliphatic heterocyclic systems (6,9,10,11,17). The exception is compound 18, whose antibacterial activity can be related to the enhanced ability of Na þ or K þ cation complexation in comparison to the other ones [35,64].…”

Section: Antimicrobial Activitymentioning

confidence: 99%

“…Furthermore, this compound is characterized by wide antiviral [3][4][5][6], anticancer [7][8][9] and antifungal [10,11] properties. However, the relatively high toxicity of gossypol [12], evoked by the presence of two aldehyde groups, precludes its application in medical therapy.…”

Section: Introductionmentioning

confidence: 99%

“…If the gossypol aza-derivatives contain aromatic ring attached to the N(16) atom (compounds 15-17), strong coupling of the p-electrons between aromatic gossypol and amine parts occurs. In this case, the strong delocalisation of the p-electrons within structures 15-17 is the main reason why the N(16)-H proton signals are deshielded if compared to those N(16)-H proton signals from the spectra of gossypol Schiff bases with alkyl substituents(1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)18). In contrast,…”

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confidence: 99%

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Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol

Przybylski¹,

Pyta²,

Stefańska³

et al. 2009

European Journal of Medicinal Chemistry

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Section: Antimicrobial Activitymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

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Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol

Przybylski¹,

Pyta²,

Stefańska³

et al. 2009

European Journal of Medicinal Chemistry

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“…and Heliothis sps. [7] and functions as phytoalexin, having antifungal and antibacterial activity on pathogens like Verticillium dahliae, Rhizoctonia solani, and Xanthomonas campestris [8][9][10]. Other biological activities associated with gossypol include anti-microbial [11]; anti-fertility [12][13][14][15] anti-carcinogenic [16][17][18] and anti-HIV [19,20] activities.…”

Section: Introductionmentioning

confidence: 99%

Efficient Production of Gossypol from Hairy Root Cultures of Cotton (Gossypium hirsutum L.)

Verma

Trivedi²,

Singh³

et al. 2009

CPB

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A protocol for induction and establishment of Agrobacterium rhizogenes mediated hairy root culture of Gossypium hirsutum was developed through infection with the A4 strain and co-cultivation on hormone-free semi-solid MS medium with B5 vitamins. It resulted in the emergence of hairy roots from the leaf explants, 21 days after infection. The transformation of hairy roots was established by PCR amplification of rol B and rol C genes of the Ri plasmid. All root lines expressed gossypol, although distinct inter-clonal quantitative variations were noticed. Five independent hairy root lines were studied for their growth kinetics as well as gossypol production. The yield potentials of one of them superseded others, as well as the non-transformed, in-vitro grown control roots. The content of gossypol in hairy roots reached a level of 2.43 mg/g DW. It was 4.5 times higher than in vitro and 1.47 times higher than in vivo grown roots of G. hirsutum. Selection of high gossypol producing hairy root lines of G. hirsutum can provide an alternative source for large-scale production of gossypol.

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“…Gossypol and derivates play important roles in defense against the pests and pathogens due to their cytotoxicity (Abraham et al, 1999;Liu et al, 1999b). For example, gossypol can inhibit V. dahliae spore germination at a concentration as low as 25 μmol L 1 , and inhibit growth of Rhizopusv nigricans at 100 μmol L 1 (Turco et al, 2007).…”

Section: Gossypol In Plant-environment Interactionsmentioning

confidence: 99%

Gossypol: phytoalexin of cotton

Tian

Ruan

Huang

et al. 2016

Sci. China Life Sci.

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Sesquiterpenoids are a class of 15-carbon secondary metabolites that play diverse roles in plant adaptation to environment. Cotton plants accumulate a large amount of sesquiterpene aldehydes (including gossypol) as phytoalexins against pathogens and herbivores. They are stored in pigment glands of aerial organs and in epidermal layers of roots. Several enzymes of gossypol biosynthesis pathway have been characterized, including 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGR) and farnesyl diphosphate synthase (FPS) that catalyze the formation of the precursor farnesyl diphosphate (FPP), (+)--cadinene synthase (CDN) which is the first enzyme committed to gossypol biosynthesis, and the downstream enzymes of CYP706B1 and methyltransferase. Expressions of these genes are tightly regulated during cotton plants development and induced by jasmonate and fungi elicitors. The transcription factor GaWRKY1 has been shown to be involved in gossypol pathway regulation. Recent development of new genomic platforms and methods and releases of diploid and tetraploid cotton genome sequences will greatly facilitate the elucidation of gossypol biosynthetic pathway and its regulation.cotton, secondary metabolism, gossypol, sesquiterpenoid Citation:

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The phytoalexins desoxyhemigossypol and hemigossypol are elicited by Xanthomonas in Gossypium cotyledons

Cited by 47 publications

References 33 publications

Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol

Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol

Efficient Production of Gossypol from Hairy Root Cultures of Cotton (Gossypium hirsutum L.)

Gossypol: phytoalexin of cotton

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