Camptothecin

For research use only.

Catalog No.S1288 Synonyms: NSC-100880

60 publications

Camptothecin Chemical Structure

CAS No. 7689-03-4

Camptothecin (NSC-100880) is a specific inhibitor of DNA topoisomerase I (Topo I) with IC50 of 0.68 μM in a cell-free assay. Camptothecin induces apoptosis in cancer cells via microRNA-125b-mediated mitochondrial pathways. Phase 2.

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Selleck's Camptothecin has been cited by 60 publications

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Biological Activity

Description Camptothecin (NSC-100880) is a specific inhibitor of DNA topoisomerase I (Topo I) with IC50 of 0.68 μM in a cell-free assay. Camptothecin induces apoptosis in cancer cells via microRNA-125b-mediated mitochondrial pathways. 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 Mkm1Z5l1d3SxeHnjbZR6KGG|c3H5 MULJR|UxRTVzIH7N MlixPVAxOzV{MB?=
SKVLB NGm3UYxkgXSxdH;4bYNqfHliYYPzZZk> NVnXVm5PUUN3ME21N{BvVQ>? MVK5NFA{PTJy
HT29 NUnUV4k5[3m2b4TvfIlkcXS7IHHzd4F6 NUfmfHBHUUN3ME24O{45KG6P MkTyPVAxOzV{MB?=
KB M1rySIN6fG:2b4jpZ4l1gSCjc4PhfS=> MoCwTWM2OD16IH7N Mo\5PVAxOzV{MB?=
A427 Mle4S5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MoX4glEh|ryP M4jIfmROW09? NYDRW2JoUUN3ME2yOEBvVQ>? MoLkPVg4PjFzMR?=
PC-3 M1\1W2dzd3e2aDDpcohq[mm2b4L5JIF{e2G7 MYP+NUDPxE1? MljwSG1UVw>? NFjaPJVKSzVyPUW3JI5O MVq5PFc3OTFz
K562adr MknXS5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? M4nmVp4yKM7:TR?= MWPEUXNQ NEDRTHJKSzVyPUW3JI5O M2rvdFk5PzZzMUG=
MCF7mdr M3jn[2dzd3e2aDDpcohq[mm2b4L5JIF{e2G7 NWjEeFAzhjFizszN NFjwUJlFVVOR NHPBW5NKSzVyPUOuNUBvVQ>? NHH5WHQ6QDd4MUGx
P388 NGPsWnFIem:5dHigbY5pcWKrdH;yfUBie3OjeR?= MlPRTWM2OD1|MjDuUS=> NV\Vdo9UOTB|NE[5N|M>
P388CPT5 R Ml:3S5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? NYXJWIg3UUN3ME2yMlgh|ryP MlXsNVA{PDZ7M{O=
KBwt NGXSN2tIem:5dHigbY5pcWKrdH;yfUBie3OjeR?= MXjJR|UxRTRyIH7N MYWxNFQyOTR5Nh?=
KBMDR NY[1PY9rT3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= NVryUVZ7UUN3ME23NEBvVQ>? MnXyNVA1OTF2N{[=
KBV20C Mme1S5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MmDUTWM2OD1|MDDuUS=> MkLSNVA1OTF2N{[=
KB7D MmHpS5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MnPpTWM2OD1|NTDuUS=> MmfPNVA1OTF2N{[=
KBCamp Mo\yS5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MVPJR|UxRTFwMESg{txO NF\qOGgyODRzMUS3Oi=>
HT29 MljHZ5l1d3SxeHnjbZR6KGG|c3H5 MX\JR|UxRThyIH7N M1jHV|ExQDRzOEC4
A549 NYT3NZA4[3m2b4TvfIlkcXS7IHHzd4F6 Ml32TWM2OD14NzDuUS=> MljQNVA5PDF6MEi=
T24 MULjfZRwfG:6aXPpeJkh[XO|YYm= NWPaXWVSUUN3ME24PEBvVQ>? NFPmVnIyODh2MUiwPC=>
HOP-62 MnrzS5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MX\JR|UxRTFyIH7N MkXZNVExOjB{OEO=
HCT-116 NYPHb3M1T3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= Ml\OTWM2OD1|MDDuUS=> NYfvdGRvOTFyMkCyPFM>
SF-539 M3jRfmdzd3e2aDDpcohq[mm2b4L5JIF{e2G7 MYrJR|UxRTFyIH7N MnToNVExOjB{OEO=
UACC-62 Mk[1S5Jwf3SqIHnubIljcXSxcomgZZN{[Xl? MV\JR|UxRTFyIH7N MWOxNVAzODJ6Mx?=
OVCAR-3 NXH6TZN[T3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= Mm\LTWM2OD1{MkCgcm0> NW\Yeo14OTFyMkCyPFM>
SN12C MYHHdo94fGhiaX7obYJqfG:{eTDhd5NigQ>? M3nZd2lEPTB;MkCgcm0> MnHJNVExOjB{OEO=
DU-145 NW\KSYZ7T3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= NY\Qelc{UUN3ME2xNEBvVQ>? NFL6dpUyOTB{MEK4Ny=>
MDA-MB-435 NV:0No53T3Kxd4ToJIlvcGmkaYTvdpkh[XO|YYm= NWf1RY5wUUN3ME20NEBvVQ>? MX6xNVAzODJ6Mx?=
WiDr NH3MPGxkgXSxdH;4bYNqfHliYYPzZZk> M3fO[GROW09? MWrJR|UxRTF5IH7N MXqxNVM{PDV4OR?=
A549 M1:wdYN6fG:2b4jpZ4l1gSCjc4PhfS=> M1XLVWROW09? Mn6xTWM2OD1zNDDuUS=> MnriNVE{OzR3Nkm=
MKN45 NYf5ZmRw[3m2b4TvfIlkcXS7IHHzd4F6 NFSxSZRFVVOR M4j1eGlEPTB;MUegcm0> M{PUOlEyOzN2NU[5
SK-OV-3 NV3y[|FW[3m2b4TvfIlkcXS7IHHzd4F6 NUTMWZo2TE2VTx?= MWXJR|UxRTJyIH7N MkPUNVE{OzR3Nkm=
H128 Mn3yZ5l1d3SxeHnjbZR6KGG|c3H5 MYnEUXNQ NHjG[I9KSzVyPUG4JI5O MXexNVM{PDV4OR?=
SK-BR-3 NFq2UYhkgXSxdH;4bYNqfHliYYPzZZk> M1uwdWROW09? MVTJR|UxRTJyIH7N MVyxNVM{PDV4OR?=
LX-1 NI\vWHFkgXSxdH;4bYNqfHliYYPzZZk> MlTKSG1UVw>? NF;wWYVKSzVyPUGyNEBvVQ>? M2PGU|EyQDV6N{O3
HCT116 NEXvPVhkgXSxdH;4bYNqfHliYYPzZZk> NG\3V4FFVVOR MkH0TWM2OD17IH7N Mmq3NVE5PTh5M{e=
A2780 MUDjfZRwfG:6aXPpeJkh[XO|YYm= NFrkW|VFVVOR MY\JR|UxRTRibl2= MUexNVg2QDd|Nx?=
IMR-32 MmPhZ5l1d3SxeHnjbZR6KGG|c3H5 NETJfll,OTBizszN NUXYcJFtTE2VTx?= MVvJR|UxRTJwMkGgcm0> M3TC[lEzPjF5OEm0
P388 M13zZoN6fG:2b4jpZ4l1gSCjc4PhfS=> MmrpTWM2OD1zMzDuUS=> MX6xNlYzODB6MR?=
Lewis M3r6XoN6fG:2b4jpZ4l1gSCjc4PhfS=> M3zQW2lEPTB;M{Ogcm0> MVGxNlYzODB6MR?=
JLC MXXjfZRwfG:6aXPpeJkh[XO|YYm= MnryTWM2OD13Lk[gcm0> MkfjNVI3OjByOEG=
HT-29 NYn6eYFi[3m2b4TvfIlkcXS7IHHzd4F6 MW\JR|UxRTFwNDFOwG0> M2LZTVEzPjN7NUSx
Caki-2 NILR[oRkgXSxdH;4bYNqfHliYYPzZZk> NWDsRWt4UUN3ME2zMlk3KM7:TR?= NHzRS2IyOjZ|OUW0NS=>
A549 M3PVfoN6fG:2b4jpZ4l1gSCjc4PhfS=> NH;TdZhKSzVyPUKuOVMh|ryP MYOxNlY{QTV2MR?=
HEC-1-B NGPuOpNkgXSxdH;4bYNqfHliYYPzZZk> MXvJR|UxRThwNkSg{txO M{fxbVEzPjN7NUSx
HL-60 M3viOYN6fG:2b4jpZ4l1gSCjc4PhfS=> MnXYTWM2OD14NjDuUS=> NGPWVY4yOjZ|OUW0NS=>
Col2 NXTBPXdG[3m2b4TvfIlkcXS7IHHzd4F6 MkXrglEh|ryP MY\FSFUxRTV5IH7N NV\mUIpYOTVyNEO0NFc>
HUVEC M2T1XYN6fG:2b4jpZ4l1gSCjc4PhfS=> MmLIglEh|ryP M4e0[WVFPTB;MkW4JI5O MWOxOVA1OzRyNx?=
KB NH3BR3RkgXSxdH;4bYNqfHliYYPzZZk> NG\wRlJ,OSEQvF2= NVHOVWFUTUR3ME2yNkBvVQ>? M4fQTVE2ODR|NEC3
LCNaP MkPDZ5l1d3SxeHnjbZR6KGG|c3H5 NEHEd2d,OSEQvF2= MXfFSFUxRTJ6IH7N Mo\MNVUxPDN2MEe=
Lu1 M1naTYN6fG:2b4jpZ4l1gSCjc4PhfS=> Mo\KglEh|ryP MYHFSFUxRTJ7IH7N MXmxOVA1OzRyNx?=
RPMI8402 MXPjfZRwfG:6aXPpeJkh[XO|YYm= NXvKUXBbhjFyIN88US=> MWnJR|UxRTZibl2= NVLu[mZzOTV2OEK5Nlk>
CPT-K5 M4XaN4N6fG:2b4jpZ4l1gSCjc4PhfS=> Mmj0glExKM7:TR?= M1TYUWlEPTB-MUCg{txO NYDMNo83OTV2OEK5Nlk>
P388 NV3UOJVQ[3m2b4TvfIlkcXS7IHHzd4F6 MX\+NVAh|ryP MV\JR|UxRTF2IH7N MVmxOVQ5Ojl{OR?=
P388/CPT45 NGTmU3RkgXSxdH;4bYNqfHliYYPzZZk> NHqyN3R,OTBizszN NFnYO4FKSzVyPkGwJO69VQ>? M3Llc|E2PDh{OUK5
KB3-1 NEXXZ5dkgXSxdH;4bYNqfHliYYPzZZk> MlPUglExKM7:TR?= NYLCfm1FUUN3ME20NEBvVQ>? MmXmNVU1QDJ7Mkm=
KBV-1 + MDR1 NWTUPINF[3m2b4TvfIlkcXS7IHHzd4F6 NVvrXYhohjFyIN88US=> M1m1VGlEPTB;NESwJI5O M2nzUVE2PDh{OUK5
KBH MUTjfZRwfG:6aXPpeJkh[XO|YYm= NHTweId,OTBizszN NVnZXY5{UUN3ME20OFAhdk1? NYHNWGhqOTV2OEK5Nlk>
HOP-62 MWPjfZRwfG:6aXPpeJkh[XO|YYm= NEnHVoN,OTBizszN MWnHTVUxRTFyIH7N MVqxOVUxQTF4NB?=
HCT-116 NHflXJNkgXSxdH;4bYNqfHliYYPzZZk> MoPwglExKM7:TR?= NEXXNZZIUTVyPUOwJI5O NWO1d|FWOTV3MEmxOlQ>
F-539 NGX6b|lkgXSxdH;4bYNqfHliYYPzZZk> MWn+NVAh|ryP NUC3bYF[T0l3ME2xNEBvVQ>? MUSxOVUxQTF4NB?=
UACC-62 NGWy[GdkgXSxdH;4bYNqfHliYYPzZZk> M3GwR54yOCEQvF2= NUTvVWI{T0l3ME2xNEBvVQ>? NGL2NlUyPTVyOUG2OC=>
OVCAR-3 MU\jfZRwfG:6aXPpeJkh[XO|YYm= M165bp4yOCEQvF2= MU\HTVUxRTJ{MDDuUS=> NYDK[HJsOTV3MEmxOlQ>
SN12C NH7LNpVkgXSxdH;4bYNqfHliYYPzZZk> MUL+NVAh|ryP MXvHTVUxRTJyIH7N NH71S3YyPTVyOUG2OC=>
DU-145 NX2xXFFT[3m2b4TvfIlkcXS7IHHzd4F6 Mm\IglExKM7:TR?= MV\HTVUxRTFyIH7N MWqxOVUxQTF4NB?=
MDA-MB-435 M1i2foN6fG:2b4jpZ4l1gSCjc4PhfS=> NFnKUJJ,OTBizszN M2HJdWdKPTB;NECgcm0> M1ywXlE2PTB7MU[0
MT-4 NXPIZZF2[3m2b4TvfIlkcXS7IHHzd4F6 MVPJR|UxRTRibl2= MVixO|I2PDZ4OR?=
CCRF-CEMc MVnjfZRwfG:6aXPpeJkh[XO|YYm= M36xeGlEPTB;MzDuUS=> NX22UYxtOTd{NUS2Olk>
WIL-2NSd MWPjfZRwfG:6aXPpeJkh[XO|YYm= NGPvcpBKSzVyPUWgcm0> M2rXOVE4OjV2Nk[5
CCRF-SB NFLHWHZkgXSxdH;4bYNqfHliYYPzZZk> M135cWlEPTB;MzDuUS=> NXHlZVB3OTd{NUS2Olk>
CRL 7065 NVnUO3NH[3m2b4TvfIlkcXS7IHHzd4F6 M4TZe2lEPTB;NECwJI5O M{HlO|E4OjV2Nk[5
SK-MEL-28b NV71ZWpn[3m2b4TvfIlkcXS7IHHzd4F6 MoPyTWM2OD12MDDuUS=> MXqxO|I2PDZ4OR?=
MCF-7 NGj4OZBkgXSxdH;4bYNqfHliYYPzZZk> MYrJR|UxRTRyIH7N MoK2NVczPTR4Nkm=
SKMES-1 NHHBR5ZkgXSxdH;4bYNqfHliYYPzZZk> MoriTWM2OD1zMDDuUS=> NFq3PWEyPzJ3NE[2PS=>
HepG2 M2Cw[YN6fG:2b4jpZ4l1gSCjc4PhfS=> Mn65TWM2OD1|MDDuUS=> MmLHNVczPTR4Nkm=
DU145 MkLMZ5l1d3SxeHnjbZR6KGG|c3H5 MnnvTWM2OD1zMDDuUS=> M3LoO|E4OjV2Nk[5

... 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
  • 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
Smiles CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID