toosendanin
Name | Toosendanin | ||
PubChem CID | 9851101 | ||
Molecular Weight | 574.6g/mol | ||
Synonyms |
toosendanin |
||
Formula | C₃₀H₃₈O₁₁ | ||
SMILES | CC(=O)OC1CC(C23COC(C1(C2CC(C4(C3C(=O)C(C5(C46C(O6)CC5C7=COC=C7)C)OC(=O)C)C)O)C)O)O | ||
InChI | 1S/C30H38O11/c1-13(31)39-20-10-19(34)29-12-38-25(36)26(20,3)17(29)9-18(33)28(5)23(29)22(35)24(40-14(2)32)27(4)16(15-6-7-37-11-15)8-21-30(27,28)41-21/h6-7,11,16-21,23-25,33-34,36H,8-10,12H2,1-5H3/t16-,17-,18+,19-,20+,21+,23-,24-,25+,26+,27+,28+,29+,30+/m0/s1 | ||
InChIKey | NAHTXVIXCMUDLF-RFNFAWMESA-N | ||
CAS Number | 58812-37-6 | ||
ChEMBL ID | CHEMBL503044 | ||
ChEBI ID | CHEBI:192461 | ||
Herb ID | HBIN046550 | ||
Structure |
Download
2D
MOL
3D
MOL
|
Chineses Pinyin | ChuanLianZi | ||
Use Part | Fruit | ||
Habitat | GanSu, HeNan, HuBei, HuNan, GuiZhou, SiChuan, YunNan | ||
Flavor | Bitter | ||
Meridian Tropism | Liver, Small intestine, Bladder | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Sapindales
-->Family: Meliaceae
-->Genus: Melia
-->Species: Melia toosendan
|
Chineses Pinyin | KuLanPi | ||
Use Part | Dried bark and root bark | ||
Habitat | SiChuan, GuiZhou, HuNan, HuBei, HeNan, GanSu | ||
Flavor | Bitter | ||
Meridian Tropism | Liver; Spleen; Stomach | ||
Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Sapindales
-->Family: Meliaceae
-->Genus: Melia
-->Species: Melia azedarach
|
Pair Name | Toosendanin, Camptothecin | |||
Partner Name | Camptothecin | |||
Disease Info | [ICD-11: 2C77] | Cervical cancer | Investigative | |
Biological Phenomena | Induction-->Autophagy | |||
Gene Regulation | Down-regulation | Activity | ATP6AP2 | hsa10159 |
Down-regulation | Expression | CTSB | hsa1508 | |
Down-regulation | Expression | CTSD | hsa1509 | |
Up-regulation | Expression | SQSTM1 | hsa8878 | |
In Vitro Model | HeLa | Human papillomavirus-related cervical adenocarcinoma | Homo sapiens (Human) | CVCL_0030 |
A-549 | Lung adenocarcinoma | Homo sapiens (Human) | CVCL_0023 | |
In Vivo Model | 1×10⁶ HeLa cells stably expressing mRFP-GFP-LC3 were suspended in 100 μL serum-free culture medium and inoculated into the left axilla. | |||
Result | These results suggest that toosendanin has the potential to be developed into an anti-cancer drug by blocking chemotherapy-induced protective autophagy. |
Pair Name | Toosendanin, Irinotecan | |||
Partner Name | Irinotecan | |||
Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
Biological Phenomena | Induction-->Autophagy | |||
Gene Regulation | Up-regulation | Expression | CASP3 | hsa836 |
Down-regulation | Expression | CTSB | hsa1508 | |
Down-regulation | Expression | CTSD | hsa1509 | |
In Vitro Model | MDA-MB-231 | Breast adenocarcinoma | Homo sapiens (Human) | CVCL_0062 |
MDA-MB-436 | Invasive breast carcinoma | Homo sapiens (Human) | CVCL_0623 | |
In Vivo Model | MDA-MB-231 cells stably expressing RFP-GFP-LC3 were suspended in a 1:1 ratio in serum-free DMEM medium with a matrigel basement membrane matrix and inoculated subcutaneously (5×10⁶/site) in the right armpit. | |||
Result | The data showed that TSN blocked 7-ethyl-10-hydroxycamptothecin (SN-38)/irinotecan-induced protective autophagy, and significantly induced apoptosis in TNBC cells and tumor xenograft models when compared to SN-38/irinotecan alone group. |
Pair Name | Toosendanin, Regorafenib | |||
Partner Name | Regorafenib | |||
Disease Info | [ICD-11: 2C12] | Hepatocellular carcinoma | Investigative | |
Biological Phenomena | Inhibition-->Cell metastasis | |||
Gene Regulation | Down-regulation | Expression | DVL2 | hsa1856 |
Up-regulation | Phosphorylation | GSK3B | hsa2932 | |
Down-regulation | Expression | MMP2 | hsa4313 | |
Down-regulation | Expression | MMP9 | hsa4318 | |
Down-regulation | Expression | MYC | hsa4609 | |
Down-regulation | Phosphorylation | STAT3 | hsa6774 | |
Up-regulation | Expression | WWOX | hsa51741 | |
In Vitro Model | MHCC97-L | Adult hepatocellular carcinoma | Homo sapiens (Human) | CVCL_4973 |
Result | TSN and RGF combination (TRC) synergistically inhibited the proliferation and migration of MHCC-97L cells. The upregulation of WWOX (WW-domain containing oxidoreductase) played a vital role in the HCC cell growth treated with TRC |
Pair Name | Toosendanin, Paclitaxel | |||
Partner Name | Paclitaxel | |||
Disease Info | [ICD-11: 2C60] | Breast cancer | Investigative | |
Biological Phenomena | Induction-->Endoplasmic reticulum stress | |||
Gene Regulation | Down-regulation | Expression | ADORA2A | hsa135 |
Down-regulation | Expression | CASP3 | hsa836 | |
Up-regulation | Expression | CDH1 | hsa999 | |
Down-regulation | Expression | CDH2 | hsa1000 | |
Down-regulation | Expression | CTNNB1 | hsa1499 | |
Down-regulation | Expression | PARP1 | hsa142 | |
Down-regulation | Expression | SNAI1 | hsa6615 | |
Down-regulation | Expression | TWIST1 | hsa7291 | |
Down-regulation | Expression | VIM | hsa7431 | |
In Vitro Model | MDA-MB-231 | Breast adenocarcinoma | Homo sapiens (Human) | CVCL_0062 |
BT-549 | Invasive breast carcinoma of no special type | Homo sapiens (Human) | CVCL_1092 | |
4T1 | Malignant neoplasms of the mouse mammary gland | Mus musculus (Mouse) | CVCL_0125 | |
In Vivo Model | 2×10⁵ 4T1-fluc-red cells were inoculated in a mammary fat pat of each mouse. | |||
Result | The results suggest that combination of TSN and PTX is superior to PTX alone, suggesting that it may be a promising alternative adjuvant chemotherapy strategy for patients with TNBC, especially those with metastatic TNBC. |
No. | Title | Href |
---|---|---|
1 | Toosendanin, a novel potent vacuolar-type H+-translocating ATPase inhibitor, sensitizes cancer cells to chemotherapy by blocking protective autophagy. Int J Biol Sci. 2022 Mar 28;18(7):2684-2702. doi: 10.7150/ijbs.71041. | Click |
2 | Toosendanin, a late-stage autophagy inhibitor, sensitizes triple-negative breast cancer to irinotecan chemotherapy. Chin Med. 2022 May 6;17(1):55. doi: 10.1186/s13020-022-00605-8. | Click |
3 | Synergistic effect of toosendanin and regorafenib against cell proliferation and migration by regulating WWOX signaling pathway in hepatocellular carcinoma. Phytother Res. 2021 Aug;35(8):4567-4578. doi: 10.1002/ptr.7174. | Click |
4 | Synergistic Anti-Tumor Effect of Toosendanin and Paclitaxel on Triple-Negative Breast Cancer via Regulating ADORA2A-EMT Related Signaling. Adv Biol (Weinh). 2023 Aug;7(8):e2300062. doi: 10.1002/adbi.202300062. | Click |