SMB00609

6,6′-Dihydroxythiobinupharidine

≥95% (HPLC)

• 동의어(들): 6,6′-Dihydroxythionuphlutine A, Nuphleine
• 실험식(Hill 표기법): C₃₀H₄₂N₂O₄S
• CAS Number: 30343-70-5
• Molecular Weight: 526.73
• UNSPSC 코드: 51102829
• NACRES: NA.76

속성

• Quality Level: 200
• 분석: ≥95% (HPLC)
• 형태: powder
• 항생제 활성 스펙트럼: Gram-positive bacteria
• 동작 모드: enzyme | inhibits
• 저장 온도: −20°C
• SMILES string: O[C@H]1N2[C@@]([C@H](C)CC[C@H]2C3=COC=C3)([H])CC[C@@]14SC[C@]5(C4)CC[C@]([C@H](C)CC[C@H]6C7=COC=C7)([H])N6[C@@H]5O

설명

일반 설명

6,6′-Dihydroxythiobinupharidine is an active compound found in Nuphar lutea extract. It is a dimeric sesquiterpene thioalkaloid which presents multiple activities.

생화학적/생리학적 작용

6,6′-Dihydroxythiobinupharidine inhibits NFκB activation, leading to an induction of apoptosis via cleavage of procaspase-9 and poly (ADP-ribose) polymerase (PARP).

It was also found to act synergistically with cytotoxic drugs such as cisplatin and etoposide, enabling their cytotoxic effect at lower concentrations.

6,6′-Dihydroxythiobinupharidine was found to have cytotoxic activity at a concentration of ~10 μM on human leukemia cells (U937), mouse melanoma cells (B16F10), and human fibroblasts (HT1080).

In addition, Nuphar lutea extract was effective against both Leishmania promastigote and amastigote forms (IC₅₀ = 2 ± 0.12 μg/mL; ID₅₀ = 0.65 ± 0.023 μg/mL; LD₅₀ = 2.1 ± 0.096 μg/mL, STI = 3.23). A synergistic antileishmanial activity was demonstrated with the antileishmanial drug, paromomycin.

Recently 6,6′-dihydroxythiobinupharidine was found to be active against MRSA and VRE strains with an MIC of 1-4 μg/mL. Inhibition of DNA topoisomerase IV but not DNA gyrase in S. aureus was suggested as the mechanism of action. 6,6′-Dihydroxythiobinupharidine was also shown to promote neutrophil effector bactericidal functions.

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable