| CAS |
143-67-9 |
| Chinese Name |
硫酸长春碱 |
| English Name |
Vinblastine Sulfate |
| Synonyms |
硫酸长春碱;ThioflavinS;DirectYellow7;硫酸长春花碱;(+)-vinblastine;velbe;Vinblastinesulfate;Vinblastine-d3; |
| Molecular Formula |
C46H58N4O9·H2SO4 |
| Molecular Weight |
909.05 |
| Solubility |
Soluble in Water/DMSO ≥10mg/mL |
| Purity |
HPLC≥98% |
| Appearance |
White to off-white Solid |
| Storage |
Powder:2-8℃，2 years;Insolvent(Mother Liquid):-20℃，6 months;-80℃，1 year |
| EC |
EINECS 205-606-0 |
| MDL |
MFCD00082457 |
| SMILES |
[H][C@@]12C[C@@](C3=C(OC)C=C(N([C@]4([H])[C@@]56[C@]7([H])[C@](C=CCN7CC6)(CC)[C@@H](OC(C)=O)[C@@]4(C(OC)=O)O)C)C5=C3)(C(OC)=O)C(NC8=C9C=CC=C8)=C9CC[N@](C2)C[C@](O)(CC)C1.OS(=O)(O)=O |
| InChIKey |
KDQAABAKXDWYSZ-JKDPCDLQSA-N |
| InChI |
InChI=1S/C46H58N4O9.H2O4S/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7;1-5(2,3)4/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/m1./s1 |
| PubChem CID |
241902 |
| Target Point |
Microtubule/Tubulin;nAChR |
| Passage |
Cytoskeleton;Neuronal Signaling;Membrane Transporter&Ion Channel |
| Background |
Vinblastine inhibits the formation of microtubules. |
| Biological Activity |
Vinblastine sulfate是一种针对各种癌症类型的有细胞毒性的生物碱。 长春花碱可抑制微管的形成，抑制nAChR的IC50值为8.9 μM。[1-4] |
| In Vitro |
长春碱不会使纺锤体微管解聚，但它有效阻断有丝分裂(例如，HeLa细胞中IC50为0.8 nM)，细胞死于细胞凋亡[2]。在NB4细胞中，长春碱产生p53和DNA片段化的改变。长春碱治疗通过诱导细胞凋亡产生Bax / Bcl-2失衡具有抗增殖作用。长春碱处理抑制NFκB表达并抑制NFκB-DNA结合活性，同时维持JNK活化，随后通过半胱天冬酶依赖性途径导致细胞凋亡反应[3]。发现长春碱诱导细胞凋亡，如线粒体膜电位的丧失，细胞色素c和细胞凋亡诱导因子的释放，caspase-9和3的激活以及Poly(ADP-核糖)聚合酶的裂解所证明[4]。 |
| In Vivo |
长春碱是一种广泛使用的抗癌药物，具有不良副作用。它与载体分子的结合可能是减少这些副作用的有效策略[5]。 |
| Data Literature Source |
[1]. McKay DB，et al. Nicotinic and nonnicotinic receptor-mediated actions of vinblastine. Proc Soc Exp Biol Med. 1993 Jul; 203 (3) :372-6.
[2]. Pandya P，et al. Molecular recognition pattern of cytotoxic alkaloid vinblastine with multiple targets. J Mol Graph Model. 2014 Nov; 54:1-9.
[3]. Calvi o E，et al. JNK and NFκB dependence of apoptosis induced by vinblastine in human acute promyelocytic leukaemia cells. Cell Biochem Funct. 2015 Jun; 33 (4) :211-9.
[4]. Selimovic D，et al. Vinblastine-induced apoptosis of melanoma cells is mediated by Ras homologous A protein (Rho A) via mitochondrial and non-mitochondrial-dependent mechanisms. Apoptosis. 2013 Aug; 18 (8) :980-97.
[5]. Bánóczi Z，et al. Synthesis and in vitro antitumor effect of vinblastine derivative-oligoarginine conjugates. Bioconjug Chem. 2010 Nov 17; 21 (11) :1948-55. |
| Unit |
Bottle |
| Specification |
10mg 10mM*1mL in Water 10mM*1mL in DMSO 20mg |
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