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Dihydroxythiobinupharidine

Dihydroxythiobinupharidine Struktur
30343-70-5
CAS-Nr.
30343-70-5
Englisch Name:
Dihydroxythiobinupharidine
Synonyma:
6,6′-Dihydroxythiobinupharidine;Dihydroxythiobinupharidine;6,6'-Dihydroxythiobinupharidine >=95% (HPLC);Dispiro[2H-quinolizine-3(4H),2'(3'H)-thiophene-4'(5'H),3''(4''H)-[2H]quinolizine]-4,4''-diol, 6,6''-di-3-furanyldodecahydro-9,9''-dimethyl-, (2'S,3''S,4S,4''R,6S,6''S,9R,9''R,9aS,9''aS)-
CBNumber:
CB81120248
Summenformel:
C30H42N2O4S
Molgewicht:
526.73
MOL-Datei:
30343-70-5.mol

Dihydroxythiobinupharidine Eigenschaften

Siedepunkt:
667.3±55.0 °C(Predicted)
Dichte
1.30±0.1 g/cm3(Predicted)
storage temp. 
-20°C
pka
13.42±0.70(Predicted)
Aggregatzustand
powder
InChIKey
DYEOLAMWQVWASS-XKCSGWQSSA-N
SMILES
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

Sicherheit

WGK Germany  WGK 3
Speicherklasse 11 - Combustible Solids

Dihydroxythiobinupharidine Chemische Eigenschaften,Einsatz,Produktion Methoden

Allgemeine Beschreibung

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

Biochem/physiol Actions

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±0.12μg/mL; ID50=0.65±0.023μg/mL; LD50=2.1±0.096μg/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 1-4μg/mL. Inhibition of DNA topoisomeraseIV 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.

Dihydroxythiobinupharidine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Dihydroxythiobinupharidine Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 6)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Sigma-Aldrich 021-61415566 800-8193336
orderCN@merckgroup.com China 51395 80
Energy Chemical 021-58432009 400-005-6266
marketing@energy-chemical.com China 44918 58
Merck KGaA --
ordercn@merckgroup.com China 6394 58
Biosynth Biological Technology (Suzhou) Co Ltd --
sales@biosynth.com China 6051 58

  • Dihydroxythiobinupharidine
  • Dispiro[2H-quinolizine-3(4H),2'(3'H)-thiophene-4'(5'H),3''(4''H)-[2H]quinolizine]-4,4''-diol, 6,6''-di-3-furanyldodecahydro-9,9''-dimethyl-, (2'S,3''S,4S,4''R,6S,6''S,9R,9''R,9aS,9''aS)-
  • 6,6'-Dihydroxythiobinupharidine >=95% (HPLC)
  • 6,6′-Dihydroxythiobinupharidine
  • 30343-70-5
  • C30H42N2O4S
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