82-08-6
中文名稱
粗糠柴苦素
英文名稱
ROTTLERIN
CAS
82-08-6
EINECS 編號
201-395-4
分子式
C30H28O8
MDL 編號
MFCD00017361
分子量
516.54
MOL 文件
82-08-6.mol
更新日期
2024/07/22 17:33:49
82-08-6 結(jié)構(gòu)式
基本信息
中文別名
粗糠柴苦素咖馬林/粗糠柴苦素
咖馬林
英文別名
3'-[(8-CINNAMOYL-5,7-DIHYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-YL)METHYL]-2',4',6'-TRIHYDROXY-5'-METHYLACETOPHENONEMALLOTOXIN
ROTTLERIN
4’,6’-trihydroxy-5’-methyl-methyl)-2
acetophenone,3’-((8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2h-1-benzopyran-6-yl)
kamalin
(E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one
2-Propen-1-one, 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-, (2E)-
1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2h-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one
3'-[(8-Cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl]-2',4',6'-trihydroxy-5'-methylacetophenone
所屬類別
生物化工：提取物物理化學(xué)性質(zhì)
熔點200 °C
熔點200 °C
沸點521.39°C (rough estimate)
密度1.2051 (rough estimate)
折射率1.4900 (estimate)
儲存條件2-8°C
儲存條件2-8°C
溶解度溶于DMSO（高達50mg/ml）。
酸度系數(shù)(pKa)6.92±0.40(Predicted)
形態(tài)粉末
顏色橙色到棕色
穩(wěn)定性DMSO中的溶液可在-20°下穩(wěn)定儲存1個月。
LogP8.660 (est)
CAS 數(shù)據(jù)庫82-08-6(CAS DataBase Reference)
安全數(shù)據(jù)
危險品標(biāo)志Xn
危險類別碼20/21/22-22
危險類別碼R20/21/22
安全說明36/37-24/25
安全說明S36/37
WGK Germany3
WGK Germany3
RTECS號AM6913800
海關(guān)編碼29329990
常見問題列表
生物活性
Rottlerin (Mallotoxin, NSC 56346, NSC 94525)是一種從 Mallotus Philippinensis 純化出來的天然化合物，一種特效的 Protein kinase 的抑制劑，對PKCδ(來自桿狀病毒感染的Sf9昆蟲細胞)、PKCδ(來自豬脾)和CaM kinase III的IC50值分別為3 μM、6 μM和5.3 μM。Rottlerin 還可以抑制PKCα、PKCγ、PKCβ、PKCη、CKII和PKA，其IC50值分別為30 μM、40 μM、42 μM、82 μM、30 μM和78 μM。靶點
| Target | Value |
|
PKCδ
(Cell-free assay) | 3 μM |
|
CKIII
(Cell-free assay) | 5.3 μM |
|
PKCα
(Cell-free assay) | 30 μM |
|
CKII
(Cell-free assay) | 30 μM |
|
PKCγ
(Cell-free assay) | 40 μM |
體外研究
Rottlerin (20 μM, 2/6/24 hours) dramatically decreases the cyclin D-1 mRNA levels in a time-dependent manner in primary HMVEC.
Rottlerin (20 μM) exhibits cell proliferation in HMVEC.
Western Blot Analysis
| Cell Line: | Primary HMVEC (Human Microvascular Endothelial Cell). |
| Concentration: | 20 μM. |
| Incubation Time: | 2, 6, 24 hours. |
| Result: | Dramatically decreased the cyclin D-1 mRNA levels in a time-dependent manner. After 2 h of treatment, the mRNA level was reduced to 50% of the control, to circa 40% after 6 h, and to 20% after 24 h. Consistently, a similar trend was observed in the protein levels, where the decrease was circa 50% after 2 h, 80% after 6 h, and to almost undetectable levels after 24 h. |
Cell Proliferation Assay
| Cell Line: | Primary HMVEC (Human Microvascular Endothelial Cell). |
| Concentration: | 20 μM. |
| Incubation Time: | 24/48 hours. |
| Result: | Exhibited a strong growth inhibition, with a reduction in thymidine incorporation respect to the control cells (DMSO 0.1%) of circa 75% and 80%, respectively. |
體內(nèi)研究
Rottlerin (20 mg/kg, gavage 5 days per week, once daily, for 6 weeks) inhibits AsPC-1 pancreatic tumor growth in Balb C nude mice with no toxicity.
Rottlerin inhibits tumor cell proliferation, and induces apoptosis through activation of caspase-3 and cleavage of poly(ADP-ribose) polymerase (PARP).
| Animal Model: | Balb C nude mice (4-6 weeks old) with AsPC-1 cells (2×10 6 cells mixed with Matrigel, 50:50 ratio) injection. |
| Dosage: | 0 or 20 mg/kg. |
| Administration: | Gavage 5 days per week, once daily, for 6 weeks. |
| Result: | Inhibited AsPC-1 pancreatic tumor growth in Balb C nude mice and had no effect on the body weight of AsPC-1 tumor-bearing mice. |