Camptothecin

Catalog No.S1288 Synonyms: NSC-100880

Camptothecin Chemical Structure

Molecular Weight(MW): 348.35

Camptothecin is a specific inhibitor of DNA topoisomerase I (Topo I) with IC50 of 0.68 μM in a cell-free assay. Phase 2.

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Biological Activity

Description Camptothecin is a specific inhibitor of DNA topoisomerase I (Topo I) with IC50 of 0.68 μM in a cell-free assay. Phase 2.
Targets
Topo I [2]
(Cell-free assay)
0.68 μM
In vitro

Camptothecin, a plant alkaloid orignially isolated from Camptotheca acuminate in 1966. [1] Camptothecin is noted to halt cells during the S phase of mitosis. Camptothecin displays nanomolar potency in cytotoxicity against many human tumor cell lines, including HT29, LOX, SKOV3, and SKVLB, with IC50 values ranging from 37 nM to 48 nM. [2] In combination with TNF, Camptothecin induces apoptosis in primary mouse hepatocytes, with an IC50 value of 13 μM. Camptothecin also abrogated the TNF-induced NF-κB Activation, as well as the expression of TNF-receptor associated factor 2 (TRAF2), X-linked inhibitor of apoptosis protein (X-IAP), and FLICE-inhibitory protein (FLIP). [4] In HCT116 cells, Camptothecin (5 μM) induces proteasome-mediated degradation of mixed lineage leukemia 5 (MLL5) protein, which leads to phosphorylation of p53 at Ser392. [5] Due to the low solubility and adverse effects of Camptothecin, various Camptothecin analogues have been developed, and two of them, topotecan and irinotecan, has been approved by FDA and are used in cancer chemotherapy.

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
SKOV3 NV7vUlFv[3m2b4TvfIlkcXS7IHHzd4F6 M2rqPWlEPTB;NUGgcm0> M134dVkxODN3MkC=
SKVLB MVrjfZRwfG:6aXPpeJkh[XO|YYm= MULJR|UxRTV|IH7N NIXrXoM6ODB|NUKw
HT29 M2HJdoN6fG:2b4jpZ4l1gSCjc4PhfS=> MnvaTWM2OD16Nz64JI5O NFrsOW86ODB|NUKw
KB MXPjfZRwfG:6aXPpeJkh[XO|YYm= M4X0dmlEPTB;ODDuUS=> NYrrenhnQTByM{WyNC=>
A427 MoLSS5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MY\+NUDPxE1? MoW5SG1UVw>? MkW5TWM2OD1{NDDuUS=> MnfOPVg4PjFzMR?=
PC-3 MmTQS5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? M1qyTZ4yKM7:TR?= M2qxcGROW09? MVnJR|UxRTV5IH7N NYTGRlg3QTh5NkGxNS=>
K562adr NXfQXHdoT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= M1XyO54yKM7:TR?= NYDIWVBSTE2VTx?= MkLwTWM2OD13NzDuUS=> MlvHPVg4PjFzMR?=
MCF7mdr MWnHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? Ml\yglEh|ryP NUe0Z3Z5TE2VTx?= MWDJR|UxRTNwMTDuUS=> NGTkOZg6QDd4MUGx
P388 M1\CVWdzd3e2aDDpcohq[mm2b4L5JIF{e2G7 M3jaZmlEPTB;M{Kgcm0> MU[xNFM1Pjl|Mx?=
P388CPT5 R M3f2cmdzd3e2aDDpcohq[mm2b4L5JIF{e2G7 NFzkWZdKSzVyPUKuPEDPxE1? MljiNVA{PDZ7M{O=
KBwt MUXHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? MUfJR|UxRTRyIH7N NVKyPZBFOTB2MUG0O|Y>
KBMDR NVzPcpJnT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= NUT6O4lvUUN3ME23NEBvVQ>? MVuxNFQyOTR5Nh?=
KBV20C NUjYd4VOT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= NFHBc2xKSzVyPUOwJI5O MmTsNVA1OTF2N{[=
KB7D NYm4OGtUT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= MUDJR|UxRTN3IH7N MV[xNFQyOTR5Nh?=
KBCamp MXXHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? NVzRbIVRUUN3ME2xMlA1KM7:TR?= MVKxNFQyOTR5Nh?=
HT29 MnvKZ5l1d3SxeHnjbZR6KGG|c3H5 M3P0RmlEPTB;OECgcm0> M4jZflExQDRzOEC4
A549 M3;aO4N6fG:2b4jpZ4l1gSCjc4PhfS=> MUPJR|UxRTZ5IH7N NHHlelYyODh2MUiwPC=>
T24 MV\jfZRwfG:6aXPpeJkh[XO|YYm= NVP4NVJMUUN3ME24PEBvVQ>? NIfvSoIyODh2MUiwPC=>
HOP-62 NV7BTmtxT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= MYHJR|UxRTFyIH7N MX:xNVAzODJ6Mx?=
HCT-116 M1;Ue2dzd3e2aDDpcohq[mm2b4L5JIF{e2G7 MlrZTWM2OD1|MDDuUS=> MUexNVAzODJ6Mx?=
SF-539 M{HWSmdzd3e2aDDpcohq[mm2b4L5JIF{e2G7 NID0PXFKSzVyPUGwJI5O NV7rXppOOTFyMkCyPFM>
UACC-62 MYrHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? M1SybWlEPTB;MUCgcm0> NHi0dVQyOTB{MEK4Ny=>
OVCAR-3 NVns[Y1pT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= M3HRcWlEPTB;MkKwJI5O NFLsUYYyOTB{MEK4Ny=>
SN12C MXrHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? Mk\WTWM2OD1{MDDuUS=> M1fGUVEyODJyMkiz
DU-145 MXLHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? M{T3ZWlEPTB;MUCgcm0> NWX4SXpMOTFyMkCyPFM>
MDA-MB-435 MoP2S5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MlzETWM2OD12MDDuUS=> NXX0eIE{OTFyMkCyPFM>
WiDr MYDjfZRwfG:6aXPpeJkh[XO|YYm= MnfXSG1UVw>? MVjJR|UxRTF5IH7N NX3kV3RYOTF|M{S1Olk>
A549 NXrscHhH[3m2b4TvfIlkcXS7IHHzd4F6 Mk\FSG1UVw>? M1XDWGlEPTB;MUSgcm0> M3\tWFEyOzN2NU[5
MKN45 MYLjfZRwfG:6aXPpeJkh[XO|YYm= NIf5UXVFVVOR MnTYTWM2OD1zNzDuUS=> NIrMZ|QyOTN|NEW2PS=>
SK-OV-3 NXnQTVV{[3m2b4TvfIlkcXS7IHHzd4F6 M3nk[2ROW09? NX\iSVZ6UUN3ME2yNEBvVQ>? NWrEOZh3OTF|M{S1Olk>
H128 MmPkZ5l1d3SxeHnjbZR6KGG|c3H5 M3THS2ROW09? NHr4RWdKSzVyPUG4JI5O NVvUdnU{OTF|M{S1Olk>
SK-BR-3 NYrJb|FP[3m2b4TvfIlkcXS7IHHzd4F6 MXzEUXNQ MWXJR|UxRTJyIH7N MnLBNVE{OzR3Nkm=
LX-1 MnLkZ5l1d3SxeHnjbZR6KGG|c3H5 MYDEUXNQ MVXJR|UxRTF{MDDuUS=> NIPNTG8yOTh3OEezOy=>
HCT116 M3;5dIN6fG:2b4jpZ4l1gSCjc4PhfS=> MXLEUXNQ NVj2[FV6UUN3ME25JI5O NHvn[JQyOTh3OEezOy=>
A2780 NEjKdIxkgXSxdH;4bYNqfHliYYPzZZk> MWTEUXNQ NU\GNJBMUUN3ME20JI5O MmP2NVE5PTh5M{e=
IMR-32 Mo\UZ5l1d3SxeHnjbZR6KGG|c3H5 MnfTglExKM7:TR?= M2PLcmROW09? MULJR|UxRTJwMkGgcm0> M3ru[VEzPjF5OEm0
P388 NILGNphkgXSxdH;4bYNqfHliYYPzZZk> M{X3[2lEPTB;MUOgcm0> MYGxNlYzODB6MR?=
Lewis MXXjfZRwfG:6aXPpeJkh[XO|YYm= NVjPTJVsUUN3ME2zN{BvVQ>? NYmxZpY4OTJ4MkCwPFE>
JLC MkXqZ5l1d3SxeHnjbZR6KGG|c3H5 NETVNW5KSzVyPUWuOkBvVQ>? M{jVe|EzPjJyMEix
HT-29 MlnXZ5l1d3SxeHnjbZR6KGG|c3H5 MUTJR|UxRTFwNDFOwG0> NFzaXVUyOjZ|OUW0NS=>
Caki-2 NYPa[Fk2[3m2b4TvfIlkcXS7IHHzd4F6 MmnJTWM2OD1|Lkm2JO69VQ>? NH3aUYQyOjZ|OUW0NS=>
A549 MUPjfZRwfG:6aXPpeJkh[XO|YYm= NV3DPHVYUUN3ME2yMlU{KM7:TR?= M1jj[lEzPjN7NUSx
HEC-1-B NYezU49U[3m2b4TvfIlkcXS7IHHzd4F6 NYHzNmJjUUN3ME24MlY1KM7:TR?= M{TqOFEzPjN7NUSx
HL-60 NF\jbmNkgXSxdH;4bYNqfHliYYPzZZk> M{jjdGlEPTB;Nk[gcm0> M3LDT|EzPjN7NUSx
Col2 M161U4N6fG:2b4jpZ4l1gSCjc4PhfS=> MX7+NUDPxE1? M2HsN2VFPTB;NUegcm0> NWXRfnJLOTVyNEO0NFc>
HUVEC M4TZdoN6fG:2b4jpZ4l1gSCjc4PhfS=> MnLRglEh|ryP MkLiSWQ2OD1{NUigcm0> NUPv[253OTVyNEO0NFc>
KB MoHDZ5l1d3SxeHnjbZR6KGG|c3H5 MUf+NUDPxE1? NVfESGFrTUR3ME2yNkBvVQ>? NVzHbI9IOTVyNEO0NFc>
LCNaP MY\jfZRwfG:6aXPpeJkh[XO|YYm= NW\nPGE3hjFizszN MmfYSWQ2OD1{ODDuUS=> MVuxOVA1OzRyNx?=
Lu1 M3;rWYN6fG:2b4jpZ4l1gSCjc4PhfS=> M{Lvbp4yKM7:TR?= MnXDSWQ2OD1{OTDuUS=> M1O5Z|E2ODR|NEC3
RPMI8402 MnTjZ5l1d3SxeHnjbZR6KGG|c3H5 MXn+NVAh|ryP MUXJR|UxRTZibl2= MUKxOVQ5Ojl{OR?=
CPT-K5 M1npdIN6fG:2b4jpZ4l1gSCjc4PhfS=> M33ETJ4yOCEQvF2= NG\rSY9KSzVyPkGwJO69VQ>? M4LEdVE2PDh{OUK5
P388 M2m1d4N6fG:2b4jpZ4l1gSCjc4PhfS=> NHTNR2l,OTBizszN MoGxTWM2OD1zNDDuUS=> MWOxOVQ5Ojl{OR?=
P388/CPT45 M2nIS4N6fG:2b4jpZ4l1gSCjc4PhfS=> MXv+NVAh|ryP M2OwTmlEPTB-MUCg{txO M{LKR|E2PDh{OUK5
KB3-1 MoHpZ5l1d3SxeHnjbZR6KGG|c3H5 MVP+NVAh|ryP NYn6ToozUUN3ME20NEBvVQ>? M372ZVE2PDh{OUK5
KBV-1 + MDR1 NH\yNJhkgXSxdH;4bYNqfHliYYPzZZk> NWT6Vlk5hjFyIN88US=> MV3JR|UxRTR2MDDuUS=> MonNNVU1QDJ7Mkm=
KBH MmDXZ5l1d3SxeHnjbZR6KGG|c3H5 Mk\EglExKM7:TR?= MWPJR|UxRTR2MDDuUS=> NUDWdHpSOTV2OEK5Nlk>
HOP-62 M3nLTYN6fG:2b4jpZ4l1gSCjc4PhfS=> NVXodm9OhjFyIN88US=> MXfHTVUxRTFyIH7N Moj5NVU2ODlzNkS=
HCT-116 NI[zSoZkgXSxdH;4bYNqfHliYYPzZZk> NFvjd2Z,OTBizszN MX7HTVUxRTNyIH7N NUG3SHFWOTV3MEmxOlQ>
F-539 M2nWToN6fG:2b4jpZ4l1gSCjc4PhfS=> M4PNbp4yOCEQvF2= NXy2Z5Z5T0l3ME2xNEBvVQ>? NEK1WWEyPTVyOUG2OC=>
UACC-62 NX7PPJdJ[3m2b4TvfIlkcXS7IHHzd4F6 NX3zUpFjhjFyIN88US=> MYjHTVUxRTFyIH7N NUnl[|VVOTV3MEmxOlQ>
OVCAR-3 MmnUZ5l1d3SxeHnjbZR6KGG|c3H5 NETWXJp,OTBizszN NXrlcW4xT0l3ME2yNlAhdk1? NH\jZ4gyPTVyOUG2OC=>
SN12C MmrYZ5l1d3SxeHnjbZR6KGG|c3H5 M3LkbJ4yOCEQvF2= MkXGS2k2OD1{MDDuUS=> NF;RXlAyPTVyOUG2OC=>
DU-145 M{jhSYN6fG:2b4jpZ4l1gSCjc4PhfS=> M3jmOp4yOCEQvF2= NUXueoxuT0l3ME2xNEBvVQ>? Mn3NNVU2ODlzNkS=
MDA-MB-435 M2j3S4N6fG:2b4jpZ4l1gSCjc4PhfS=> NFLyNGd,OTBizszN NX;uXotQT0l3ME20NEBvVQ>? NFmzeGsyPTVyOUG2OC=>
MT-4 M1PoUIN6fG:2b4jpZ4l1gSCjc4PhfS=> M3\lSmlEPTB;NDDuUS=> MU[xO|I2PDZ4OR?=
CCRF-CEMc M3:0[YN6fG:2b4jpZ4l1gSCjc4PhfS=> MX7JR|UxRTNibl2= MVmxO|I2PDZ4OR?=
WIL-2NSd NWHzeW9u[3m2b4TvfIlkcXS7IHHzd4F6 M3foU2lEPTB;NTDuUS=> NHz0S5MyPzJ3NE[2PS=>
CCRF-SB MXfjfZRwfG:6aXPpeJkh[XO|YYm= MlK4TWM2OD1|IH7N NUi1NmdUOTd{NUS2Olk>
CRL 7065 MoDBZ5l1d3SxeHnjbZR6KGG|c3H5 MlyyTWM2OD12MECgcm0> NVrpUZc5OTd{NUS2Olk>
SK-MEL-28b Mk\qZ5l1d3SxeHnjbZR6KGG|c3H5 NV;NSHl4UUN3ME20NEBvVQ>? M{e0e|E4OjV2Nk[5
MCF-7 MnLHZ5l1d3SxeHnjbZR6KGG|c3H5 NIHaOmJKSzVyPUSwJI5O M2\jNlE4OjV2Nk[5
SKMES-1 NXPR[WE2[3m2b4TvfIlkcXS7IHHzd4F6 M{G0NWlEPTB;MUCgcm0> Mli5NVczPTR4Nkm=
HepG2 NEPWT2lkgXSxdH;4bYNqfHliYYPzZZk> MoDCTWM2OD1|MDDuUS=> Mn35NVczPTR4Nkm=
DU145 MWXjfZRwfG:6aXPpeJkh[XO|YYm= NGTIZlVKSzVyPUGwJI5O NXr1W3N3OTd{NUS2Olk>

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
Cyclin1 / CDK1 / CDK2 ; 

PubMed: 29963130     


Western blot analysis indicated that camptothecin (6 µM) downregulates the expression of cell-cycle-associated proteins, cyclin 1, CDK1 and CDK2 in NPC cells. β-actin was used as a loading control.

Vimentin / Fibronectin / E-cadherin ; 

PubMed: 29963130     


Western blot analysis revealed that camptothecin (6 µM) treatment downregulates the expression of vimentin and fibronectin, and upregulates the expression of E-cadherin in NPC cells. β-actin was used as a loading control. NPC, nasopharyngeal carcinoma.

TGF-β / PI3K / pPI3K / AKT / pAKT ; 

PubMed: 29963130     


Western blot analysis revealed that camptothecin (6 µM) treatment inhibits the expression of TGF-β, PI3K and AKT in NPC cells. 

p53 / Cleaved caspase-3 / Cleaved PARP ; 

PubMed: 17548347     


NPCs in trophic factor-containing media were treated with 10 μM camptothecin for 0, 2, 4, 6, or 8 h, and extracts were immunoblotted for p53, active cleaved caspase-3, cleaved PARP, and total GSK3α/β as a loading control.

29963130 17548347
In vivo Camptothecin (8 mg/kg) displays complete growth inhibition and regression in mice xenografts of various tumors, including colon, lung, breast, stomach, and ovary tumors. [3] In mice, combinations of Camptothecin (50 mg/kg) and TNF (5 and 7 μg/kg), but not Camptothecin alone, induces liver damage. [4]

Protocol

Kinase Assay:[2]
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Topoisomerase I Cleavable Complex Assay:

Topoisomerase I is isolated from calf thymus and is devoid of topoisomerase II. All reactions are carried out in 10 mL volumes of reaction buffer (50 mM Tris-HCl, pH 7.5, 100 mM KCl, 0.5 mM EDTA, and 30 pg/mL BSA) in microtiter plates. Camptothecin is dissolved in DMSO at 10 mg/mL and serially diluted in 96-well microtiter plates to which the 32P end-labeled pBR322 DNA and topoisomerase enzyme are added. The reaction mixture is incubated at room temperature for 30 min and then the reaction stopped by adding 2 mL of a mixture of sodium dodecyl sulfate and proteinase K (1.6% and 0.14 mg/mL final concentrations, respectively). The plates are heated at 50 °C for 30 min, 10 mL of standard stop mixture containing 0.45 N NaOH is added in order to generate single-stranded DNA, and the samples are electrophoresed in 1.5% agarose gels in TBE buffer. Gels are blotted on nitrocellulose paper, dried, and exposed to X-ray film. The units of cleavage are calculated from the autoradiographs and plotted against the log drug concentration. The IC50 values are then obtaine
Cell Research:[2]
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  • Cell lines: U87MG, A549 and H838 cells
  • Concentrations: 0.17 nM–10 mM
  • Incubation Time: 48 hours
  • Method: Tumor cells are plated in 100 μL of medium in 96-well microtiter plates at a density of 1500 to 4000 cells per well and allowed to adhere overnight. Cells are incubated with Camptothecin for 48 hours and then with fresh medium for 48 hours. Camptothecin at each concentration is added in quadruplicate. Following a 4-hour incubation of treated cells with MTT, the reduced dye product is extracted from the cells with 0.2 mL of DMSO followed by 50 μL of Sorensen's buffer. The plates are shaken briefly, and the absorbance at 570 nm is read and quantitated. Curves are fitted to the MTT assay data using a four-parameter logistic equation.
    (Only for Reference)
Animal Research:[3]
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  • Animal Models: Nude mice (NIH-I high fertility strain) bearing xenografts of CASE, SW48, DOY, SPA, and CLO cells
  • Formulation: Finely grounded and dispersed in intralipid 20% at 1 mg/mL by sonication
  • Dosages: 0–8 mg/kg
  • Administration: Administered via i.m. or i.v. injection
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 3 mg/mL (8.61 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 348.35
Formula

C20H16N2O4

CAS No. 7689-03-4
Storage powder
in solvent
Synonyms NSC-100880

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID