Phytotoxig Properties of Caerulomygin and Some of Its Derivatives

Chandran, Rakhi; Sankaran, Revathy; Divekar, P. V.

doi:10.7164/antibiotics.21.243

Cited by 8 publications

(6 citation statements)

References 2 publications

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“…Caerulomycins, a family of alkaloids featuring a 2,2′-bipyridine skeleton, were first discovered from Streptomyces caeruleus . Their interesting activities, such as antibiotic, , phytotoxic and immunosuppressant activities, and their unique structure have attracted great attention of chemists and biologists . Recently, we reported a number of new caerulomycin analogues, such as caerulomycins F–K and cyanogrisides A–D, from the marine-derived actinomycete strain Actinoalloteichus cyanogriseus WH1-2216-6.…”

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confidence: 99%

Acyclic Congeners from Actinoalloteichus cyanogriseus Provide Insights into Cyclic Bipyridine Glycoside Formation

Zhu

Mei

et al. 2014

Org. Lett.

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Inactivation of the O-methyltransferase gene crmM of Actinoalloteichus cyanogriseus WH1-2216-6 led to a mutant that produced three new acyclic bipyridine glycosides, cyanogrisides E-G (1-3). Further chemical analysis of the wild strain yielded 1 and another new analogue, cyanogriside H (4). Compounds 1-4 possess a skeleton consisting of a 2,2'-bipyridine and a d-quinovose or l-rhamnose sugar moiety. Cyanogriside G (3) was considered to be a key biosynthetic intermediate of the cyclic bipyridine glycosides cyanogrisides A-D. Compounds 2 and 3 showed cytotoxicities against HCT116 and HL-60 cells, and compounds 1 and 4 were cytotoxic on K562 cells.

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confidence: 99%

Acyclic Congeners from Actinoalloteichus cyanogriseus Provide Insights into Cyclic Bipyridine Glycoside Formation

Zhu

Mei

et al. 2014

Org. Lett.

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“…A C-7 of azomethine function (-CH=N-, SH 9.13, Sc 156.2) should be attached to C-6 (3 154.2) because of the observation of correlation peaks between 7-H/C-5 (S 136.1) and C-6, and between 3-H/C-5 in the HMBC spectrum of F. The chemical shift of the C-5 indicated that an atom connecting to C-5 is not oxygen, but sulfur. Accordingly, the structure of F was deduced to be 7-methoxy-5-(2-pyridyl)-isothiazolo [4,[5][6]pyridine shown in Fig. 3.…”

Section: Structures Of C D E and F Compounds C D E And F Showed Cmentioning

confidence: 99%

Novel antibiotics SF2738A,B and C, and their analogs produced by Streptomyces sp.

et al. 1994

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Three new antibiotics SF2738A,B and C, and their analogs were isolated from the culture broth of Streptomyces sp. The antibiotics are active against Gram-positive bacteria, Gram-negative bacteria and fungi, and exhibited cytotoxic activity against P388 murine leukemia cells with IC50 values of 0.08, 0.25 and 7.5 /ig/ml, respectively. Their structures were determined by spectral analyses and chemical conversion. Especially, the structure of SF2738Awas confirmed to be (£)-((4-methoxy-5-methylthio-2-(2-pyridyl)pyridin-6-yl)methylene)azanol by X-ray crystallographic analysis.

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“…The maximum wilting property and minimum wilting activity were observed in caerulomycic acid and caerulomyconitrile, respectively (Table 2). [11] In 1977, several metabolites closely related to 1 were isolated from Streptomyces caeruleus, grown in 1 mM Ltryptophan. To distinguish caerulomycin 1, which was isolated in 1959 by Funk and Divekar, from other similar metabolites, McInnes and co-worker designated 1 as caerulomycin A (CaeA), and other compounds were referred to as caerulomycin B 5, C 6, and D 7 (Figure 3).…”

Section: Caerulomycins (Caes) Classmentioning

confidence: 99%

“…The maximum wilting property and minimum wilting activity were observed in caerulomycic acid and caerulomyconitrile, respectively (Table 2). [11] …”

Section: Caerulomycins (Caes) Classmentioning

confidence: 99%

Source, Synthesis, and Biological Evaluation of Natural Occurring 2,2′‐Bipyridines

Sharma,

Verma

2023

Chemistry & Biodiversity

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Molecules containing bipyridine scaffold are fascinating and versatile compounds in the field of natural product chemistry and drug discovery, and these molecules have possible therapeutic applications due to possession of potent biological activities such as antimicrobial, immunomodulatory, antitumor, and phytotoxic. Significant efforts have been devoted to isolating various 2,2′ bipyridine compounds from natural sources, with antimicrobial, anti‐cancer, and immunosuppressive properties. This review describes recent developments in isolation from different microbial origins, synthesis, and investigation of different kinds of biological activities of 2,2′ bipyridines, with a particular emphasis on caerulomycins, collismycins, and related derivates thereof in detail.

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Phytotoxig Properties of Caerulomygin and Some of Its Derivatives

Cited by 8 publications

References 2 publications

Acyclic Congeners from Actinoalloteichus cyanogriseus Provide Insights into Cyclic Bipyridine Glycoside Formation

Acyclic Congeners from Actinoalloteichus cyanogriseus Provide Insights into Cyclic Bipyridine Glycoside Formation

Novel antibiotics SF2738A,B and C, and their analogs produced by Streptomyces sp.

Source, Synthesis, and Biological Evaluation of Natural Occurring 2,2′‐Bipyridines

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