103455-29-4
Chemical Structure
MOA-stilbene
- CAS No.: 103455-29-4
- Formula:C19H18O3
- Molecular Weight:294.34
InChIKey: VEJCBCPEURAYAS-MEAXDALNSA-N
SMILES: COC(/C(C1=C(C=CC=C1)/C=C/C2=CC=CC=C2)=C/OC)=O
Biological Activity: MOA-stilbene is an inhibitor targeting mitochondrial complex III, with fungicidal and insecticidal activities. MOA-stilbene binds to the Qo center of cytochrome b (i.e., the ubiquinol oxidation site, center o), blocking electron transport and inhibiting mitochondrial cellular respiration, thereby reducing the production of reactive oxygen species. MOA-stilbene binds to the Qi center of the chloroplast b6f-complex, inhibiting the reoxidation of reduced bH and bL hemes, the reverse electron transfer from cytochrome c + c1 and ISP to bH and bL, and the electron transfer from bH to bL[1][2][3].
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MOA-stilbene | MOA-stilbene is an inhibitor targeting mitochondrial complex III, with fungicidal and insecticidal activities. MOA-stilbene binds to the Qo center of cytochrome b (i.e., the ubiquinol oxidation site, center o), blocking electron transport and inhibiting mitochondrial cellular respiration, thereby reducing the production of reactive oxygen species. MOA-stilbene binds to the Qi center of the chloroplast b6f-complex, inhibiting the reoxidation of reduced bH and bL hemes, the reverse electron transfer from cytochrome c + c1 and ISP to bH and bL, and the electron transfer from bH to bL. | |||||||||||||||||||||
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References
- [1]. Degli Esposti M, et al. Mitochondria and cells produce reactive oxygen species in virtual anaerobiosis: relevance to ceramide-induced apoptosis. FEBS letters. 1998 Jul 03;430(3):338-42.
- [2]. Zakharychev V V, Kovalenko L V. Natural compounds of the strobilurin series and their synthetic analogues as cell respiration inhibitors[J]. Russian chemical reviews, 1998, 67(6): 535-544.
- [3]. Matsuno-Yagi A, Hatefi Y. Ubiquinol-Cytochrome c Oxidoreductase: THE REDOX REACTIONS OF THE BIS-HEME CYTOCHROME b IN UBIQUINONE-SUFFICIENT AND UBIQUINONE-DEFICIENT SYSTEMS (∗)[J]. Journal of Biological Chemistry, 1996, 271(11): 6164-6171.
