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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Amentoflavone
PubChem CID 5281600
Molecular Weight 538.5g/mol
Synonyms

amentoflavone
Formula C₃₀H₁₈O₁₀
SMILES C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O
InChI 1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H
InChIKey YUSWMAULDXZHPY-UHFFFAOYSA-N
CAS Number 1617-53-4
ChEMBL ID CHEMBL63354
ChEBI ID CHEBI:2631
Herb ID HBIN015834
KEGG ID C10018
Structure 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
(1) Lobelia chinensis Even
Chineses Pinyin BanBianLian
Use Part Whole Grass
Habitat JiangSu, ZheJiang, AnHui
Flavor Pungent
Meridian Tropism Heart, Small intestine, Lung
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Asterales
　　　　-->Family: Campanulaceae
　　　　　-->Genus: Lobelia
　　　　　　-->Species: Lobelia chinensis
(2) Moellendorf's SpikemossHerb Even
Chineses Pinyin JiangNanJuanBai
Use Part Whole Herb
Habitat YunNan, AnHui, ChongQing, GuangDong
Flavor Sweet
(3) Selaginella tamariscina Even
Chineses Pinyin JuanBai
Use Part Dried Whole Herb
Habitat China
Flavor Pungent
Meridian Tropism Liver, Heart
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Selaginellales
　　　　-->Family: Selaginellaceae
　　　　　-->Genus: Selaginella
　　　　　　-->Species: Selaginella tamariscina
(4) Ranunculus ternatus Warm
Chineses Pinyin MaoZhuaCao
Use Part Root Tuber
Habitat JiangSu, ZheJiang, AnHui, FuJian, JiangXi, HeNan, HuBei, HuNan, GuangXi, TaiWan
Flavor Sweet, Pungent
Meridian Tropism Liver, Lung
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Ranunculales
　　　　-->Family: Ranunculaceae
　　　　　-->Genus: Ranunculus
　　　　　　-->Species: Ranunculus ternatus
(5) Forsythia suspensa Cold
Chineses Pinyin LianQiao
Use Part Fruit
Habitat HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu
Flavor Bitter
Meridian Tropism Lung, Heart, Small intestine
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Lamiales
　　　　-->Family: Oleaceae
　　　　　-->Genus: Forsythia
　　　　　　-->Species: Forsythia suspensa
(6) Ginkgo biloba Even
Chineses Pinyin BaiGuo
Use Part Seed
Habitat JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu
Flavor Sweet, Bitter, Astringent
Meridian Tropism Lung, Kidney
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Ginkgoales
　　　　-->Family: Ginkgoaceae
　　　　　-->Genus: Ginkgo
　　　　　　-->Species: Ginkgo biloba
(7) Alisma orientale Cold
Chineses Pinyin ZeXie
Use Part Tuberoid
Habitat HeiLongJiang, JiLin, LiaoNing, HeBei, HeNan, ShanDong, JiangSu, ZheJiang, FuJian, JiangXi, SiChuan, GuiZhou, YunNan, XinJiang
Flavor Sweet, Bland
Meridian Tropism Kidney, Bladder
(8) Ginkgo bilobe Even
Chineses Pinyin BaiGuoYe
Use Part Leaf
Habitat China
Flavor Bitter, Sweet, Astringent
Meridian Tropism Heart, Lung, Spleen
(9) Juniperus rigida Even
Chineses Pinyin DuSongShi
Use Part Fruit
Habitat BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang, HeiLongJiang, JiLin, LiaoNing, ShanXi, GanSu, NingXia
Flavor Sweet, Bitter
Meridian Tropism Heart, Liver, Spleen, Stomach, Bladder
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Pinales
　　　　-->Family: Cupressaceae
　　　　　-->Genus: Juniperus
　　　　　　-->Species: Juniperus rigida
(10) Hypericum perforatum Even
Chineses Pinyin GuanYeLianQiao
Use Part Whole Herb With Root
Habitat HeBei, Shaanxi, GanSu, XinJiang, ShanDong, JiangSu, JiangXi, HeNan, HuBei, HuNan, SiChuan, GuiZhou
Flavor Bitter, Astringent
Meridian Tropism Liver
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Malpighiales
　　　　-->Family: Hypericaceae
　　　　　-->Genus: Hypericum
　　　　　　-->Species: Hypericum perforatum
(11) Rhus succedanea Cold
Chineses Pinyin LinBeiZi
Use Part Root, Root Cortex
Habitat SiChuan, GuiZhou, YunNan, XiZang, ChongQing, JiangSu, ZheJiang, AnHui, FuJian, JiangXi, ShanDong, ShangHai, HeBei, HeNan
Flavor Bitter
Meridian Tropism Heart, Liver, Spleen
(12) Canarium album Even
Chineses Pinyin QingGuo
Use Part Ripe Fruit
Habitat FuJian, SiChuan, GuangDong, YunNan, GuangXi
Flavor Sweet, Sour
Meridian Tropism Lung, Stomach
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Sapindales
　　　　-->Family: Burseraceae
　　　　　-->Genus: Canarium
　　　　　　-->Species: Canarium album
(13) Cephalotaxus fortunei Cold
Chineses Pinyin SanJianShan
Use Part Branchlet-Leaf
Habitat HeNan, HuNan, HuBei, GuangDong, GuangXi, HaiNan, Shaanxi, GanSu, AnHui, ZheJiang, SiChuan, GuiZhou, YunNan
Flavor Bitter, Astringent
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Pinales
　　　　-->Family: Cephalotaxaceae
　　　　　-->Genus: Cephalotaxus
　　　　　　-->Species: Cephalotaxus fortunei
(14) Folium cycadis Even
Chineses Pinyin SuTieYe
Use Part Leaf
Habitat FuJian, TaiWan, GuangDong
Flavor Sweet, Bland
Meridian Tropism Liver, Stomach
(15) Torreya yunnanensis Even
Chineses Pinyin YunNanFeiShu
Use Part Seed
Habitat YunNan
Flavor Astringent, Mildly bitter
Meridian Tropism Spleen, Stomach, Large intestine
Species
>Kingdom: Viridiplantae
　-->Phylum: Streptophyta
　　-->Class: Equisetopsida
　　　-->Order: Pinales
　　　　-->Family: Taxaceae
　　　　　-->Genus: Torreya
　　　　　　-->Species: Torreya yunnanensis
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 94
Ref_1
Pair Name Amentoflavone, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2B66.0] Oral squamous cell carcinoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Expression BAK1 hsa578
Up-regulation Expression BAX hsa581
Up-regulation Cleavage CASP3 hsa836
Up-regulation Cleavage CASP9 hsa842
Down-regulation Activity NFKB1 hsa4790
Down-regulation Activity RELA hsa5970
In Vitro Model SAS Tongue squamous cell carcinoma Homo sapiens (Human) CVCL_1675
Result Inactivation of NF-κB and induction of apoptosis through intrinsic caspase-dependent and independent apoptotic pathways are associated with amentoflavone enhanced anti-OSCC efficacy of cisplatin.
Combination Pair ID: 95
Ref_2
Pair Name Amentoflavone, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2B51] Osteosarcoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression CFLAR hsa8837
Down-regulation Phosphorylation MAPK1 hsa5594
Down-regulation Expression MMP9 hsa4318
Down-regulation Phosphorylation NFKB1 hsa4790
Down-regulation Expression VEGFA hsa7422
Down-regulation Expression XIAP hsa331
In Vitro Model U2OS Osteosarcoma Homo sapiens (Human) CVCL_0042
Result Amentoflavone may sensitize OS to sorafenib treatment by inducing intrinsic and extrinsic apoptosis and inhibiting ERK/NF-κB signaling transduction.
Combination Pair ID: 649
Ref_3
Pair Name Amentoflavone, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Down-regulation Expression CASP3 hsa836
Down-regulation Expression CASP8 hsa841
Down-regulation Expression CASP9 hsa842
Down-regulation Expression CFLAR hsa8837
Down-regulation Phosphorylation MAPK3 hsa5595
Down-regulation Expression MCL1 hsa4170
Down-regulation Expression XIAP hsa331
In Vitro Model SK-HEP-1 Liver and intrahepatic bile duct epithelial neoplasm Homo sapiens (Human) CVCL_0525
In Vivo Model To establish the animal model, 1×10⁷ SK-Hep1 cells were suspended in 150 ul mix-ture of serum-free DMEM and matrigel (2: 1) and inoculated subcutaneously in the right legs of nude mice.
Result Our results demonstrated that amentoflavone significantly enhanced sorafenib-inhibited tumor growth and expression of ERK/AKT phosphorylation and anti-apoptotic proteins compared to single-agent treatment. Additionally, amentoflavone also triggered sorafenib-induced apoptosis through extrinsic and intrinsic apoptotic pathways.
Drug(s) whose resistance can be reversed by this phytochemical
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Combination Pair ID: 650
Ref_4
Pair Name Amentoflavone, Sorafenib
Partner Name Sorafenib
Disease Info [ICD-11: 2C12] Hepatocellular carcinoma Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Cleavage CASP3 hsa836
Up-regulation Cleavage CASP8 hsa841
Down-regulation Expression CFLAR hsa8837
Down-regulation Expression MCL1 hsa4170
Down-regulation Expression XIAP hsa331
In Vitro Model SK-HEP-1 Liver and intrahepatic bile duct epithelial neoplasm Homo sapiens (Human) CVCL_0525
Result Amentoflavone not only reversed sorafenib-induced anti-apoptotic protein levels but also enhanced sorafenib-induced pro-apoptotic protein expression in SK-Hep1R cells. In conclusion, amentoflavone may be used as a sorafenib sensitizer to enhance sorafenib-induced cytotoxicity and trigger sorafenib-induced apoptosis through extrinsic and intrinsic pathways in SK-Hep1R cells.
04. Reference
No. Title Href
1 Anticancer Efficacy and Mechanism of Amentoflavone for Sensitizing Oral Squamous Cell Carcinoma to Cisplatin. Anticancer Res. 2020 Dec;40(12):6723-6732. doi: 10.21873/anticanres.14695. Click
2 Reinforcement of Sorafenib Anti-osteosarcoma Effect by Amentoflavone Is Associated With the Induction of Apoptosis and Inactivation of ERK/NF-κB. In Vivo. 2022 May-Jun;36(3):1136-1143. doi: 10.21873/invivo.12812. Click
3 Amentoflavone Enhances the Therapeutic Efficacy of Sorafenib by Inhibiting Anti-apoptotic Potential and Potentiating Apoptosis in Hepatocellular Carcinoma In Vivo. Anticancer Res. 2018 Apr;38(4):2119-2125. doi: 10.21873/anticanres.12452. Click
4 Amentoflavone enhances sorafenib-induced apoptosis through extrinsic and intrinsic pathways in sorafenib-resistant hepatocellular carcinoma SK-Hep1 cells in vitro. Oncol Lett. 2017 Sep;14(3):3229-3234. doi: 10.3892/ol.2017.6540. Click
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