抗螺旋體鏈絲菌素_用途_密度_熔点_CAS号【7184-60-3】

Borrelidin (Treponemycin) 是从 Streptomyces rochei 中分离的一种含氮大环内酯类抗生素,能作为抑制细菌和真核 threonyl-tRNA 合成酶的抑制剂,通过诱导细胞凋亡和介导 G1 期阻滞作用来靶向 ALL 细胞。Borrelidin (Treponemycin) 是一种出芽酵母细胞周期蛋白依赖性激酶 (CDK) Cdc28/Cln2 的抑制剂,其 IC50 值为 24 μM。Borrelidin (Treponemycin) 是一种强效的血管生成抑制剂,其 IC50 值为 0.8 nM,可诱导血管形成细胞凋亡。Borrelidin (Treponemycin) 具有较强的抗疟活性,对恶性疟原虫 K1 株和 FCR3 株作用的 IC50 值分别为 1.9 nM 和 1.8 nM。

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[ 描述 ]:

Borrelidin (Treponemycin) 是从 Streptomyces rochei 中分离的一种含氮大环内酯类抗生素,能作为抑制细菌和真核 threonyl-tRNA 合成酶的抑制剂,通过诱导细胞凋亡和介导 G1 期阻滞作用来靶向 ALL 细胞。Borrelidin (Treponemycin) 是一种出芽酵母细胞周期蛋白依赖性激酶 (CDK) Cdc28/Cln2 的抑制剂,其 IC50 值为 24 μM。Borrelidin (Treponemycin) 是一种强效的血管生成抑制剂,其 IC50 值为 0.8 nM,可诱导血管形成细胞凋亡。Borrelidin (Treponemycin) 具有较强的抗疟活性,对恶性疟原虫 K1 株和 FCR3 株作用的 IC50 值分别为 1.9 nM 和 1.8 nM。

[ 相关类别 ]:

信号通路 >> 抗感染 >> 寄生物

信号通路 >> 细胞凋亡 >> 细胞凋亡

研究领域 >> 感染

信号通路 >> 细胞周期/DNA损伤 >> CDK

[ 靶点 ]

IC50：24μM (Cdc28/Cln2)[2]

[参考文献]

[1]. Habibi D, et al. Borrelidin, a small molecule nitrile-containing macrolide inhibitor of threonyl-tRNA synthetase, is a potent inducer of apoptosis in acute lymphoblastic leukemia. Invest New Drugs. 2012 Aug;30(4):1361-70.

[2]. Tsuchiya E, et al. Borrelidin inhibits a cyclin-dependent kinase (CDK), Cdc28/Cln2, of Saccharomyces cerevisiae. J Antibiot (Tokyo). 2001 Jan;54(1):84-90.

[3]. Wakabayashi T, et al. Borrelidin is an angiogenesis inhibitor; disruption of angiogenic capillary vessels in a rat aorta matrix culture model. J Antibiot (Tokyo). 1997 Aug;50(8):671-6.

[4]. Otoguro K, et al. In vitro and in vivo antimalarial activities of a non-glycosidic 18-membered macrolide antibiotic, borrelidin, against drug-resistant strains of Plasmodia. J Antibiot (Tokyo). 2003 Aug;56(8):727-9.

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
710.3±60.0 °C at 760 mmHg

[ 熔点 ]:
143-145℃

[ 分子式 ]:
C₂₈H₄₃NO₆

[ 分子量 ]:
489.644

[ 闪点 ]:
383.4±32.9 °C

[ 精确质量 ]:
489.309052

[ PSA ]:
127.85000

[ LogP ]:
4.31

[ 外观性状 ]:
白色至灰白色粉末

[ 蒸汽压 ]:
0.0±5.1 mmHg at 25°C

[ 折射率 ]:
1.539

[ 储存条件 ]:
库房通风低温干燥,与食品原料分开存放

[ 水溶解性 ]:
DMSO: 1 mg/mL

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ED8750000

CHEMICAL NAME :: Borrelidin

CAS REGISTRY NUMBER :: 7184-60-3

BEILSTEIN REFERENCE NO. :: 0066270

LAST UPDATED :: 199612

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C28-H43-N-O6

MOLECULAR WEIGHT :: 489.72

WISWESSER LINE NOTATION :: T-18-OV MU OUTJ DQ E1 G1 I1 K1 LQ MCN R- AL5TJ BVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1780 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JCINAO Journal of Clinical Investigation. (Rockefeller Univ. Press, 1230 York Ave., New York, NY 10021) V.1- 1924- Volume(issue)/page/year: 28,1047,1949

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 2,1198,1978

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 75 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JCINAO Journal of Clinical Investigation. (Rockefeller Univ. Press, 1230 York Ave., New York, NY 10021) V.1- 1924- Volume(issue)/page/year: 28,1047,1949

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 39 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JCINAO Journal of Clinical Investigation. (Rockefeller Univ. Press, 1230 York Ave., New York, NY 10021) V.1- 1924- Volume(issue)/page/year: 28,1047,1949

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Bird - chicken

DOSE/DURATION :: 74 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978 Volume(issue)/page/year: 2,1198,1978

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[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
T+

[ 安全声明 (欧洲) ]:
24/25

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
ED8750000

[ 海关编码 ]:
29419090

详细合成路线

Further characterization of Bacillus subtilis antibiotic biosensors and their use for antibacterial mode-of-action studies.

Antimicrob. Agents Chemother. 55(4) , 1784-6, (2011)

We further examined the usefulness of previously reported Bacillus subtilis biosensors for antibacterial mode-of-action studies. The biosensors could not detect the tRNA synthetase inhibitors mupiroci...

Total synthesis of borrelidin.

J. Org. Chem. 72 , 2744, (2007)

The total synthesis of borrelidin has been achieved. The best feature of our synthetic route is macrocyclization at C11-C12 for the construction of an 18-membered ring after esterification between two...

Iterative deoxypropionate synthesis based on a copper-mediated directed allylic substitution: formal total synthesis of borrelidin (C3-C11 fragment).

Chemistry 12(25) , 6684-91, (2006)

A new iterative strategy for the flexible preparation of any oligodeoxypropionate stereoisomer is presented which relies on an o-DPPB-directed copper mediated allylic substitution employing enantiomer...

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公司名：上海吉至生化科技有限公司

区域：上海市奉贤区

价格：
￥6708.0/1mg

联系人：刘佳

产品详情：疏螺旋体素

公司名：上海脉铂医药科技有限公司

区域：上海市嘉定区

价格：
￥3109.0/0g ￥5269.0/1mg ￥需询单/1g ￥需询单/1g

联系人：李先生

产品详情：Borrelidin

公司名：上海创赛科技有限公司