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6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy...

Protosappanin B

CAS: 102036-29-3

Molecular Formula: C16H16O6

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6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy... - Names and Identifiers

Name Protosappanin B
Synonyms Q-100961
FT-0689654
Protosappanin B
6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy...
(7S)-3,7,10,11-Tetrahydroxy-7,8-dihydro-6H-dibenzo[b,d]oxocin-7-methanol
(7S,12aS)-7,8-Dihydro-7-(hydroxymethyl)-6H-dibenz[b,d]oxocin-3,7,10,11-tetrol
6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxymethyl)-, (7S,12aS)-
CAS 102036-29-3

6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy... - Physico-chemical Properties

Molecular FormulaC16H16O6
Molar Mass304.29
Density1.507
Boling Point655.5±55.0 °C(Predicted)
Specific Rotation(α)-11.4 (MeOH)
Solubility Soluble in methanol, DMSO, insoluble in petroleum ether and other solvents.
AppearanceBrown powder
pKa9.20±0.40(Predicted)
Storage Condition2-8°C
MDLMFCD20527297
Physical and Chemical PropertiesSoluble in methanol, DMSO, insoluble in petroleum ether and other solvents. From the leguminous plant hematoxylin (Caesalpinia sappan L.)

6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy... - Reference

Reference
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1. Zheng, X. C., Shi, Z. S., Qiu, C. Z., Hong, Z. S., Wang, C. X., Zhuang, H. B., ... & Pan, J. P. (2020). Protosappanin B Exerts Anti-tumor Effects on Colon Cancer Cells via Inhibiting GOLPH3 Expression. Integrative Cancer Therapies, 19, 1534735420972477.
2. [IF=2.379] Xue-Cong Zheng et al."Protosappanin B Exerts Anti-tumor Effects on Colon Cancer Cells via Inhibiting GOLPH3 Expression:."Integr Cancer Ther. 2020;():

6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy... - Reference Information

Overview hematoxylin Caesalpinia sappan L. For the leguminous cloud plants, also known as the Su Fang wood, Su long, red wood, brown wood, red wood, etc., its dry heartwood for Chinese traditional Chinese medicine, with blood stasis, swelling and pain, anti-bacterial anti-inflammatory, cholagogue and other effects. Japanese scholars have studied the chemical constituents of hematoxylin, and found that phenolic compounds are its effective components, including high isoflavones and their derivatives, hematoxylin, hematoxylin and chalcones. The chemical constituents of the dried heartwood of hematoxylin were studied, and 16 compounds were isolated. The contents of Brazil hematoxylin and original hematoxylin B were higher, and the original hematoxylin B had antioxidant activity [1].
recent studies have shown that the extract of hematoxylin has a significant inhibitory effect on a variety of tumor cells. Hematoxylin B is one of the main components of hematoxylin [2].
In this paper, we studied the inhibitory effect of hematoxylin B on the proliferation of BTT and T24 cells, and with the extension of the action time of the original hematoxylin B on the cells, its killing effect gradually increased, showing a time dependent. Hematoxylin B is one of the effective anti-cancer components in hematoxylin.
inhibitory effect on the proliferation of BTT and T24 bladder cancer cells The killing effect of protohematoxylin B on BTT cells: 2 mg/mL hematoxylin B produced killing effect on BTT bladder cancer cells in vitro, with the extension of time, Mortality Rate cells gradually increased, 20, 40, 60, 80, 100 min inhibition rate compared with the control group, the difference was statistically significant (P<0.05), with significant cell killing activity. See figure 1
Figure 1 the killing effect of protohematoxylin B on BTT cells Mortality Rate (%)(x ± s)
: 2 mg/mL hematoxylin B on T24 bladder cancer cells in vitro, The cells gradually increased in Mortality Rate, and the inhibition rates at 20, 40, 60, 80 and 100 min were significantly different from those in the control group (P<0.05), with significant cell killing activity. See Figure 2
Mortality Rate (%)(x ± s) of T24 cells after in vitro action of protohematoxylin B
FIG. 2 Mortality Rate (%)(x ± s) of T24 cells treated with protohematoxylin B in vitro
The crude extract of hematoxylin can produce significant effects on a variety of tumor cells Inhibition can induce apoptosis of human ovarian cancer cell skov3. The original hematoxylin B is the main chemical composition of hematoxylin, there are few reports on the study of the original hematoxylin B. In this paper, by studying the inhibitory effect of the original hematoxylin B on the proliferation of bladder cancer cells BTT and T24, it is found that the original hematoxylin B has the inhibitory effect on the proliferation of BTT and T24 cells, and with the extension of the action time of the original hematoxylin B on the cells, its killing effect gradually increased, showing a time dependent. Hematoxylin B is one of the effective anti-cancer components in hematoxylin.
Reference materials [1] Zhao Huanxin, Bai Hong, Wang Yuanshu, Yan Yang, Liu Yongjun. Determination of Brazilian hematoxylin and protohematoxylin B in hematoxylin by HPLC [J]. West China Pharmaceutical Journal, 2010,25(03):363-364. [2017-08-26]. DOI:10.13375/j.cnki.wcjps.2010.03.032
[2] Xihua Yang, Liansheng Ren, Lili Zhao, Tao Zhang. Inhibitory effect of protohematoxylin B on proliferation of bladder cancer cells BTT and T24 [J]. Chinese Journal of Medicine and clinic, 2015,15(07):937-938. [2017-08-26].
[3] protohematoxylin B. Shanghai SD Standard Technology Service Co., Ltd. [2017-08-26].
biological activity Protosappanin B is a polyphenol extracted from hematoxylin, which has anti-tumor effect. In human bladder cancer cells, can make the cell cycle G1 phase arrest, induce apoptosis.
Target apotosis
Cell Line: CT-116, SW-480, and BTT Cells
Concentration: 12.5, 25, 50, 100, 200 µg/mL
Incubation Time: 48 hours
Result: Dose-dependently inhibited tumor cells after 48 hours of treatment.
Use for content determination/identification/pharmacological experiments
Last Update:2024-04-09 21:21:28
6H-Dibenz[b,d]oxocin-3,7,10,11-tetrol,7,8-dihydro-7-(hydroxy...
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View History
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