9-Methoxycamptothecin - CAS 39026-92-1
Catalog number: 39026-92-1
Not Intended for Therapeutic Use. For research use only.
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Chemical Family:
Methoxycamptothecin, 9- is extracted from the barks of Camptotheca acuminata Decne.
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Yellow powder
(4S)-10-Methoxy-4α-ethyl-4β-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; (4S)-4-Ethyl-4-hydroxy-10-methoxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; (4S)-4α-Ethyl-4-hydroxy-10-methoxy-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione; 11-Methoxycamptothecin
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1.Plant anticancer agents X. Isolation of camptothecin and 9-methoxycamptothecin from Ervatamia heyneana.
Gunasekera SP;Badawi MM;Cordell GA;Farnsworth NR;Chitnis M J Nat Prod. 1979 Sep-Oct;42(5):475-7.
The anticancer activity of the roots of Ervatamia heyneana (Apocynaceae) was found to be due principally to the known alkaloid, camptothecin (1). The closely related, but less active, 9-methoxycamptothecin (2) was also obtained. This is the first reported isolation of these biogenetically interesting alkaloids from the indole alkaloid rich Apocynaceae.
2.Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida.
Wu SF;Hsieh PW;Wu CC;Lee CL;Chen SL;Lu CY;Wu TS;Chang FR;Wu YC Molecules. 2008 Jun 16;13(6):1361-71.
Two new alkaloids, 9-methoxy-18,19-dehydrocamptothecin (1) and 5- hydroxymappicine-20-O-beta-glucopyranoside (2a/2b as a racemic mixture), together with nine known compounds: camptothecin (3), 9-methoxy-camptothecin (4), 5-hydroxycamptothecin (5a/5b racemic mixture), 5-hydroxy-9-methoxycamptothecin (6a/6b racemic mixture), diosmetin (7), apigenin (8), apigenin-7-O-glucopyranoside (9), rosin (cinnamyl-O-beta-D-glucopyranoside) (10) and amarantholidoside IV (11) were isolated from the immature seeds of Nothapodytes foetida (Wight) Sleumer. The structures were elucidated by spectroscopic analyses. In the present research, compounds 1, 3, 4, 5a/5b and 6a/6b, also showed in vitro cytotoxicity against six cancer cell lines (HepG2, Hep3B, MDA-MB- 231, MCF-7, A549, and Ca9-22). Among them, compound 1 exhibited significant cytotoxicity against these cancer cell lines, with IC(50) of 0.24-6.57 microM. Furthermore, HPLC profiles were developed for qualitative and quantitative analysis of these active constituents in different parts of this plant, including mature and immature seeds, leaves, stems and roots. The results revealed that compounds 3 and 4 have the highest concentrations, which are found in the roots part of the plant.
3.Multiple shoot cultures of Ophiorrhiza rugosa var. decumbens Deb and Mondal--a viable renewable source for the continuous production of bioactive Camptotheca alkaloids apart from stems of the parent plant of Nothapodytes foetida (Wight) Sleumer.
Gopalakrishnan R;Shankar B Phytomedicine. 2014 Feb 15;21(3):383-9. doi: 10.1016/j.phymed.2013.09.006. Epub 2013 Nov 16.
Camptotheca alkaloids were isolated from multiple shoot cultures of O. decumbens (0.056% dry weight) and stems of N. foetida. The cytotoxicity of the extracts and products were tested in a panel of five cell lines. Crude extract from O. decumbens (Cr-Od) and N. foetida (Cr-Nf) showed more potent cytotoxic activity as compared to the isolated camptothecin from O. decumbens (CPT-Od) and N. foetida (CPT-Nf). CPT isolated from shoot cultures contained biological activity suggesting the possibility of using this system of O. decumbens as a renewable source for the production of camptotheca alkaloids. 9-Methoxy camptothecin (9-mCPT), isolated from N. foetida, was a very effective cytotoxic agent as compared to Cr-Nf or CPT-Nf. The IC50 of 9-mCPT was 0.84, 0.32, and 0.35 μg/ml for A549, MCF7 and Jurkat cell lines and >3 μg/ml for U937. Viability assays using MTT dye were further confirmed by assessing extent of apoptosis in these cells. These findings suggest that shoot cultures of O. decumbens offer a rich alternative plant source for the anticancer compound, CPT and 9-mCPT is a more potent compound in N. foetida as compared to CPT.
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CAS 39026-92-1 9-Methoxycamptothecin

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