| CAS |
No.17397-89-6 |
| 中文名称 |
变蓝菌素 |
| 英文名称 |
Cerulenin |
| 分子式 |
C12H17NO3 |
| 分子量 |
223.27 |
| 溶解性 |
Soluble in DMSO ≥10mg/mL(Need ultrasonic) |
| 纯度 |
≥98% |
| 外观(性状) |
White to off-white Solid |
| 储存条件 |
Powder:-20℃，2 years;Insolvent(母液):-20℃，6 months;-80℃，1 year |
| 运输条件 |
冷藏运输 |
| EC |
EINECS 241-424-8 |
| MDL |
MFCD00077686 |
| SMILES |
CC=CCC=CCCC(=O)C1C(O1)C(=O)N |
| InChIKey |
GVEZIHKRYBHEFX-NQQPLRFYSA-N |
| InChI |
InChI=1S/C12H17NO3/c1-2-3-4-5-6-7-8-9(14)10-11(16-10)12(13)15/h2-3，5-6，10-11H，4，7-8H2，1H3，(H2，13，15)/b3-2+，6-5+/t10-，11-/m1/s1 |
| PubChem CID |
5282054 |
| 靶点 |
Fatty Acid Synthase (FAS) |
| 通路 |
Metabolic Enzyme&Protease |
| 背景说明 |
Cerulenin是一种有效的，广泛使用的脂肪酸合成酶 (FASN) 抑制剂。Cerulenin 具有抗真菌和抗肿瘤活性。 |
| 生物活性 |
Cerulenin， a potent， natural inhibitor of fatty acid synthase (FASN)， is an epoxide produced by the fungus Cephalosporium caeruleus. Cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Cerulenin has antifungal and antitumor activies.[1-4] |
| In Vitro |
CeruLenin 共价结合 FAS 的催化位点并破坏乙酰辅酶 A 和丙二酰辅酶 A 的缩合反应，抑制酵母中脂肪酸和甾醇的生物合成。黄酮类化合物槲皮素和反式查尔酮对红色毛癣菌有效。野生型菌株 (MYA3108) 的 MIC 分别为 125 和 7.5 μg/mL，ABC 转运蛋白突变菌株 (ΔTruMDR2) 的 MIC 分别为 63 μg/mL 和 1.9 μg/mL。氟康唑和 CeruLenin 对照的 MIC 分别是野生型菌株的 63 μg/mL 和 125 μg/mL，突变菌株的 MIC 分别为 30 和 15 μg/mL[1]。为了探索类固醇生成急性调节蛋白 (StAR) 对内皮功能障碍模型的保护作用的潜在机制，在棕榈酸之前使用脂肪酸合成酶和 HMG-CoA 还原酶抑制剂 CeruLenin (5 μg/mL) 和洛伐他汀 (Lovastatin)。添加后，IL-1β、TNFα、VCAM-1 和 IL-6 的 mRNA 表达减少，NO 生成恢复[2]。 |
| In Vivo |
CeruLenin 处理 ob/ob 小鼠对体重有明显影响。经过 2 天的处理，处理小鼠的体重下降，而对照组的体重增加了 5.7%。通过延长 (7 天) 处理，未观察到体重减轻，但体重增加减慢。在所有组中，60 mg/kg 的 CeruLenin 在抑制体重增加方面比 30 mg/kg 更有效。如果每天或每隔一天给药，经过 7 天的 60 mg/kg CeruLenin 处理后，ATP 含量分别增加 58.1% 和 61.5%。仅用 60 mg/kg CeruLenin 处理 2 天，也观察到显著的 ATP 升高。相比之下，给予 2 天或 7 天 30 mg/kg CeruLenin，对细胞 ATP 含量没有显示出任何显著影响[3]。 |
| 细胞实验 |
Rat aortic endothelial cells (RAECs) are isolated and cultured with minor modifications. Briefly， segments of thoracic aorta are excised from male Wistar rats (150-180 g) and immediately placed in cold PBS containing 100 U/mL Penicillin and 100 mg/mL Streptomycin. The aorta is cut into 1 millimeter wide rings after the periadventitial fat is removed. Following transferred to a T-25 cm2 flasks， the rings are cultured in Medium 199 containing 20% fetal bovine serum， 2.5 ng/mL basic fibroblast growth factors， 100U/mL Penicillin and 100 mg/mL Streptomycin. The aorta rings are placed at 37°C in a humidified atmosphere with 5% CO2 for 72-80 h without movement. All pieces of aorta rings are removed when cells migrated. Its microvascular cytological characteristics are demonstrated by CD31 and vWF staining. In experiments involving PA treatment， M199 medium supplemented with 1% bovine serum albumin is used. All experiments are performed with RAECs up to passage 4. In the experiments with inhibitor， 5 μg/mL Cerulenin (in ethonal)， or 5 μM Lovastatin (in DMSO)， or 3.3 μg/mL Cerulenin plus 3.3 μM Lovastatin is added in culture media 24 hours prior to PA treatment. The same volume of solvents is added at the same time as control[2]. |
| 动物实验 |
mice[3]Cerulenin is given to 6-8 week old male ob/ob mice in RPMI medium containing 20% DMSO intraperitoneally (i.p.). Controls are injected similarly with vehicle alone. The experimental groups (4 mice each) are as follows: A: 60 mg/kg/day Cerulenin， injected daily for 7 days; B: 60 mg/kg every other day for 7 days; C: 30 mg/kg/day for 7 days; D: 30 mg/kg every other day for 7 days; E: vehicle， daily for 7 days; F: 60 mg/kg/day Cerulenin for 2 days; G: 30 mg/kg/day Cerulenin for 2 days; H: vehicle， daily for 2 days; I: control. All animals are sacrificed on the same day under anesthesia. Blood is collected by portal vein puncture. Liver samples are snap-frozen in liquid N2 and stored at -80°C until analysis， or paraformaldehyde-fixed for histological analysis. |
| 数据来源文献 |
[1]. Bitencourt TA， et al. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229.
[2]. Tian D， et al. Overexpression of steroidogenic acute regulatory protein in rat aortic endothelial cells attenuates palmitic acid-induced inflammation and reduction in nitric oxide bioavailability. Cardiovasc Diabetol. 2012 Nov 21;11:144.
[3]. Cheng G， et al. Cerulenin blockade of fatty acid synthase reverses hepatic steatosis in ob/ob mice. PLoS One. 2013 Sep 27;8(9):e75980.
[4]. Jeong NY， et al. Fatty acid synthase inhibitor cerulenin inhibits topoisomerase I catalytic activity and augments SN-38-induced apoptosis. Apoptosis. 2013;18(2):226-237. |
| 规格 |
1mg |
| 单位 |
瓶 |
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