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Ophiobolin B
本产品不向个人销售，仅用作科学研究，不用于任何人体实验及非科研性质的动物实验。
Ophiobolin B图片
CAS NO:5601-74-1
包装与价格：
包装价格(元)
1mg电议
5mg电议

产品介绍
Ophiobolin B 是 Helminthosporium oryzae 的二酯萜代谢物，可抑制质子从玉米胚芽鞘中排出。
Cas No.5601-74-1
别名蛇孢假壳素B
化学名(1R,3aS,6aR,7S,9aR,10aS)-7-[(1S)-1,5-dimethyl-4-hexen-1-yl]-1,2,3,3a,6,6a,7,8,9,9a,10,10a-dodecahydro-1,7-dihydroxy-1,9a-dimethyl-3-oxo-dicyclopenta[a,d]cyclooctene-4-carboxaldehyde
Canonical SMILESC[C@@]12C[C@@]([H])([C@]3(/C(C=O)=C\C[C@]1([C@](O)(CC2)[C@H](CC/C=C(C)\C)C)[H])[H])[C@](CC3=O)(C)O
分子式C25H38O4
分子量402.6
溶解度DMF: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble
储存条件Store at -20℃
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.
Shipping ConditionEvaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
产品描述

Ophiobolins are a group of sesterterpene-type phytotoxins produced by fungi belonging to the genera Bipolaris, Drechslera, Cephalosporium and Aspergillus. Ophiobolins are secondary metabolites of fungi. To date, more than 25 ophiobolin analogues have been identified. Ophiobolins have been involved in various biological actions, such as phytotoxic, cytotoxic, nematocidal, antimicrobial and antiviral effects [1].

In vitro: In maize coleoptile tissues, Ophiobolin B inhibited proton extrusion. Ophiobolin B counteracted the biological activity of fusicoccin (FC). Ophiobolin B inhibited FC-promoted proton extrusion, potassium uptake and cell enlargement [2]. Calmodulin solutions preincubation with ophiobolin A caused an instantaneous quenching of the intrinsic tyrosine fluorescence in a time-dependent manner. The inhibitory effects of ophiobolin A could not be reversed by dialysis, dilution, nor denaturation by urea in the presence of methanol followed by renaturation. Ophiobolin A also inhibited spinach calmodulin [3]. In cultured CLL cells, treatment with increasing concentrations of Ophiobolin B for 24 h displayed bioactivity towards leukemia cells with induction of apoptosis at nanomolar concentrations [3]. Ophiobolins B exihibited antifungal effects on different zygomycetes with MIC value of 25-50 μg/ml [4].

References:
[1] Au T K, Chick W S H, Leung P C.  The biology of ophiobolins[J]. Life sciences, 2000, 67(7): 733-742.
[2] Gianani L, Cocucci S, Pardi D, et al.  Effects of ophiobolin B on cell enlargement and H+/K+ exchange in maize coleoptile tissues[J]. Planta, 1979, 146(3): 271-274.
[3] Bladt T T, Dürr C, Knudsen P B, et al.  Bio-activity and dereplication-based discovery of ophiobolins and other fungal secondary metabolites targeting leukemia cells[J]. Molecules, 2013, 18(12): 14629-14650.
[4] Krizsán K, Bencsik O, Nyilasi I, et al.  Effect of the sesterterpene-type metabolites, ophiobolins A and B, on zygomycetes fungi[J]. FEMS microbiology letters, 2010, 313(2): 135-140.