Lysicamine

Orders received during 11/25~11/29 will be shipped in 11/30/2020 due to Thanksgiving holiday.

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530746

CAS#: 15444-20-9

Description: Lysicamine is an oxoaporphine alkaloid.


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-11-29. Prices are subject to change without notice.

Lysicamine is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 530746
Name: Lysicamine
CAS#: 15444-20-9
Chemical Formula: C18H13NO3
Exact Mass: 291.0895
Molecular Weight: 291.306
Elemental Analysis: C, 74.22; H, 4.50; N, 4.81; O, 16.48


Synonym: Lysicamine

IUPAC/Chemical Name: 7H-Dibenzo(de,g)quinolin-7-one, 1,2-dimethoxy- (9CI)

InChi Key: DPBMWJXWUINLQT-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H13NO3/c1-21-13-9-10-7-8-19-16-14(10)15(18(13)22-2)11-5-3-4-6-12(11)17(16)20/h3-9H,1-2H3

SMILES Code: O=C1C2=CC=CC=C2C3=C(OC)C(OC)=CC4=CC=NC1=C43


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Majrashi TA, Zulfiqar F, Chittiboyina AG, Ali Z, Khan IA. Isoquinoline alkaloids from Asimina triloba. Nat Prod Res. 2018 Nov 20:1-7. doi: 10.1080/14786419.2018.1504045. [Epub ahead of print] PubMed PMID: 30453785.

2: Qin JL, Meng T, Chen ZF, Xie XL, Qin QP, He XJ, Huang KB, Liang H. Facile total synthesis of lysicamine and the anticancer activities of the Ru(II), Rh(III), Mn(II) and Zn(II) complexes of lysicamine. Oncotarget. 2017 Jul 26;8(35):59359-59375. doi: 10.18632/oncotarget.19584. eCollection 2017 Aug 29. PubMed PMID: 28938642; PubMed Central PMCID: PMC5601738.

3: Ma Q, Wei R, Wang Z, Liu W, Sang Z, Li Y, Huang H. Bioactive alkaloids from the aerial parts of Houttuynia cordata. J Ethnopharmacol. 2017 Jan 4;195:166-172. doi: 10.1016/j.jep.2016.11.013. Epub 2016 Nov 11. PubMed PMID: 27840258.

4: Kwan TK, Shipton F, Azman NS, Hossan S, Jin KT, Wiart C. Cytotoxic Aporphines from Artabotrys crassifolius. Nat Prod Commun. 2016 Mar;11(3):389-92. PubMed PMID: 27169188.

5: Orozco-Castillo JA, Cruz-Ortega R, Martinez-Vázquez M, González-Esquinca AR. Aporphine alkaloid contents increase with moderate nitrogen supply in Annona diversifolia Saff. (Annonaceae) seedlings during diurnal periods. Nat Prod Res. 2016 Oct;30(19):2209-14. doi: 10.1080/14786419.2016.1143826. Epub 2016 Feb 25. PubMed PMID: 26912382.

6: Rossini AF, Muraca AC, Casagrande GA, Raminelli C. Total Syntheses of Aporphine Alkaloids via Benzyne Chemistry: An Approach to the Formation of Aporphine Cores. J Org Chem. 2015 Oct 16;80(20):10033-40. doi: 10.1021/acs.joc.5b01634. Epub 2015 Sep 28. PubMed PMID: 26375603.

7: Tan KK, Khoo TJ, Rajagopal M, Wiart C. Antibacterial alkaloids from Artabotrys crassifolius Hook.f. & Thomson. Nat Prod Res. 2015;29(24):2346-9. doi: 10.1080/14786419.2015.1013954. Epub 2015 Mar 4. PubMed PMID: 25738993.

8: Liu CM, Kao CL, Wu HM, Li WJ, Huang CT, Li HT, Chen CY. Antioxidant and anticancer aporphine alkaloids from the leaves of Nelumbo nucifera Gaertn. cv. Rosa-plena. Molecules. 2014 Nov 3;19(11):17829-38. doi: 10.3390/molecules191117829. PubMed PMID: 25372397.

9: Duan XH, Pei L, Jiang JQ. [Cytotoxic alkaloids from stems of Nelumbo nucifera]. Zhongguo Zhong Yao Za Zhi. 2013 Dec;38(23):4104-8. Chinese. PubMed PMID: 24791498.

10: Kang YF, Liu CM, Kao CL, Chen CY. Antioxidant and anticancer constituents from the leaves of Liriodendron tulipifera. Molecules. 2014 Apr 3;19(4):4234-45. doi: 10.3390/molecules19044234. PubMed PMID: 24705566.

11: Lin RJ, Wu MH, Ma YH, Chung LY, Chen CY, Yen CM. Anthelmintic activities of aporphine from Nelumbo nucifera Gaertn. cv. Rosa-plena against Hymenolepis nana. Int J Mol Sci. 2014 Feb 27;15(3):3624-39. doi: 10.3390/ijms15033624. PubMed PMID: 24583851; PubMed Central PMCID: PMC3975358.

12: da Silva FM, de Souza AD, Koolen HH, Barison A, Vendramin ME, Costa EV, Ferreira AG, Pinheiro ML. Phytochemical study of the alkaloidal fractions of Unonopsis duckei R. E. Fr. guided by electrospray ionisation ion-trap tandem mass spectrometry. Phytochem Anal. 2014 Jan-Feb;25(1):45-9. doi: 10.1002/pca.2458. Epub 2013 Aug 6. PubMed PMID: 23922254.

13: Omar H, Hashim NM, Zajmi A, Nordin N, Abdelwahab SI, Azizan AH, Hadi AH, Ali HM. Aporphine alkaloids from the leaves of Phoebe grandis (Nees) Mer. (Lauraceae) and their cytotoxic and antibacterial activities. Molecules. 2013 Jul 29;18(8):8994-9009. doi: 10.3390/molecules18088994. PubMed PMID: 23899833; PubMed Central PMCID: PMC6270335.

14: Pernet V, Joly S, Jordi N, Dalkara D, Guzik-Kornacka A, Flannery JG, Schwab ME. Misguidance and modulation of axonal regeneration by Stat3 and Rho/ROCK signaling in the transparent optic nerve. Cell Death Dis. 2013 Jul 18;4:e734. doi: 10.1038/cddis.2013.266. PubMed PMID: 23868067; PubMed Central PMCID: PMC3730436.

15: Malebo HM, Wenzler T, Cal M, Swaleh SM, Omolo MO, Hassanali A, Séquin U, Häussinger D, Dalsgaard P, Hamburger M, Brun R, Ndiege IO. Anti-protozoal activity of aporphine and protoberberine alkaloids from Annickia kummeriae (Engl. & Diels) Setten & Maas (Annonaceae). BMC Complement Altern Med. 2013 Feb 27;13:48. doi: 10.1186/1472-6882-13-48. PubMed PMID: 23445637; PubMed Central PMCID: PMC3599822.

16: Barros LF, Ehrenfried CA, Riva D, Barison A, de Mello-Silva R, Stefanello ME. Essential oil and other constituents from Magnolia ovata fruit. Nat Prod Commun. 2012 Oct;7(10):1365-7. PubMed PMID: 23157012.

17: He L, Zhang Y, Tang L, Song S, Sun Q. [Alkaloids in stems and leaves of Stephania cepharantha]. Zhongguo Zhong Yao Za Zhi. 2010 May;35(10):1272-5. Chinese. PubMed PMID: 20707195.

18: Alias A, Hazni H, Jaafar FM, Awang K, Ismail NH. Alkaloids from Fissistigma latifolium (Dunal) Merr. Molecules. 2010 Jun 24;15(7):4583-8. doi: 10.3390/molecules15074583. PubMed PMID: 20657378; PubMed Central PMCID: PMC6257639.

19: Costa EV, Pinheiro ML, Barison A, Campos FR, Salvador MJ, Maia BH, Cabral EC, Eberlin MN. Alkaloids from the bark of Guatteria hispida and their evaluation as antioxidant and antimicrobial agents. J Nat Prod. 2010 Jun 25;73(6):1180-3. doi: 10.1021/np100013r. PubMed PMID: 20476748.

20: Wang HM, Lo WL, Huang LY, Wang YD, Chen CY. Chemical constituents from the leaves of Michelia alba. Nat Prod Res. 2010 Mar;24(5):398-406. doi: 10.1080/14786410802394132. PubMed PMID: 20306361.