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Rubiginone D2 Sale

目录号 : GC48693

A polyketide with antibacterial and anticancer activities

Rubiginone D2 Chemical Structure

Cas No.:274913-71-2

规格 价格 库存 购买数量
500µg
¥2,998.00
现货
2.5mg
¥11,238.00
现货

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产品描述

Rubiginone D2 is a polyketide that has been found in Streptomyces that has antibacterial and anticancer activities.1 It is active against S. aureus and E. coli, but not B. subtilis, in agar diffusion assays when used at a concentration of 64 µg/disc. Rubiginone D2 inhibits growth of HM02, KATO III, HepG2, and MCF-7 cancer cells (GI50s = 0.1, 0.7, <0.1, and 7.5 µmol/L).

1.Puder, C., and Zeeck, A.New biologically active rubiginones from Streptomyces spJ. Antibiot. (Tokyo)53(4)329-336(2000)

Chemical Properties

Cas No. 274913-71-2 SDF
Canonical SMILES O=C1C2=C(C(C3=C(OC)C=CC=C31)=O)C=CC([C@@H]([C@@H]([C@@H]4O)C)O)=C2C4=O
分子式 C20H16O6 分子量 352.3
溶解度 储存条件 -20°C
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1 mM 2.8385 mL 14.1924 mL 28.3849 mL
5 mM 0.5677 mL 2.8385 mL 5.677 mL
10 mM 0.2838 mL 1.4192 mL 2.8385 mL
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Research Update

New biologically active rubiginones from Streptomyces sp

J Antibiot (Tokyo) 2000 Apr;53(4):329-36.PMID:10866213DOI:10.7164/antibiotics.53.329.

Four new polyketides, named Rubiginone D2 (2), 4-O-acetyl-rubiginone D2 (3), rubiginone H (6) and rubiginone I (7) were isolated from the cultures of Streptomyces sp. (strain Gö N1/5). Their structures were established by a detailed spectroscopic analysis. The absolute configuration of 3 was determined by derivatization with chiral acids (Helmchen's method). The rubiginones inhibit the growth of some Gram-positive bacteria and are cytostatically active against different tumor cell lines.

Herbicidal characteristics and structural identification of a potential active compound produced by Streptomyces sp. KRA18-249

Pestic Biochem Physiol 2022 Oct;187:105213.PMID:36127057DOI:10.1016/j.pestbp.2022.105213.

The KRA18-249 strain, isolated from a natural recreational forest near Jeongseon, Gangwon-do, when applied to plants induced signs of wilting within 24 h, leading to plant death. The isolated actinomycete was identified as Streptomyces gardneri based on 16S rRNA gene homogeneity analysis. The culture filtrate was solvent fractionated to obtain the active substance, and the active compound 249-Y1 was isolated from the purified fractions via a herbicide activity test using Digitaria ciliaris. NMR and ESI-MS analyses revealed that the molecular formula of 249-Y1 is C20H16O6 [MW = 352.0947] and is an anthraquinone (Rubiginone D2) produce by polyketide synthetase system. The active compound 249-Y1 showed strong (100%) herbicidal activity against several weeds at 500 μg mL-1 concentration. Twisting symptoms began to appear within 24 h of treatment and intensified over time. The KRA18-249 strain produced the herbicidal compound under specific culture conditions, that is, at 200 rpm, 35 °C, for eight days at an initial pH of 10. We also found that 249-Y1 inhibited chlorophyll, but was not a radical generator. Overall, the secondary metabolite 249-Y1, produced by KRA18-249, can be used as a new biological agent for weed control.