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Chemical Compound Review

SureCN29457     cyclohexane-1,2-diamine

Synonyms: ACMC-1BHX7, AG-G-33379, ACMC-2099co, ACMC-209cr6, ACMC-209fkc, ...
 
 
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Disease relevance of NSC30445

 

High impact information on NSC30445

 

Biological context of NSC30445

 

Anatomical context of NSC30445

 

Associations of NSC30445 with other chemical compounds

 

Gene context of NSC30445

  • The formation of the prognosed complexes [Pt(DACH)(L-Met-S,N)]+ and [Pt(DACH)(5'-GMP)2]2- (DACH = 1,2-diaminocyclohexane) could be proved directly by using CE-ESI-MS [19].
 

Analytical, diagnostic and therapeutic context of NSC30445

  • We have previously reported the development of a two-column high performance liquid chromatography system for separation of platinum(II) complexes with the 1,2-diaminocyclohexane (DACH) carrier ligand (Mauldin et al., Anal. Biochem., 157: 129, 1986) [5].
  • Platinum drugs with the 1,2-diaminocyclohexane (dach) carrier ligand have shown great promise in cancer chemotherapy, but little is known about their metabolism in the body [20].
  • The direct separation of beta-aminoester enantiomers by HPLC on synthetic chiral stationary phases based on a pi-acidic derivative of trans 1,2-diaminocyclohexane as selector is described [21].

References

  1. Axial ligands and alicyclic ring size modulate the activity and biochemical pharmacology of ammine/cycloalkylamine-platinum(IV) complexes in tumor cells resistant to cis-diamminedichloroplatinum(II) or trans-1R,2R-1S,2S-diaminocyclohexanetetrachloroplatinum(IV). Yoshida, M., Khokhar, A.R., Siddik, Z.H. Cancer Res. (1994) [Pubmed]
  2. Antitumor activity of 1,2-diaminocyclohexane--platinum complexes against sarcoma-180 ascites form. Kidani, Y., Inagaki, K., Iigo, M., Hoshi, A., Kuretani, K. J. Med. Chem. (1978) [Pubmed]
  3. Phase-II trial of 1,2-diaminocyclohexane (4-carboxyphthalato) platinum (II) (DACCP) in non-small cell lung cancer. Scher, H.I., Kelsen, D., Kalman, L., Jones, L., Burchenal, J., Gralla, R. Cancer Chemother. Pharmacol. (1984) [Pubmed]
  4. Differential antitumor activity and toxicity of isomeric 1,2-diaminocyclohexane platinum (II) complexes. Siddik, Z.H., al-Baker, S., Burditt, T.L., Khokhar, A.R. J. Cancer Res. Clin. Oncol. (1993) [Pubmed]
  5. Intracellular biotransformation of platinum compounds with the 1,2-diaminocyclohexane carrier ligand in the L1210 cell line. Mauldin, S.K., Gibbons, G., Wyrick, S.D., Chaney, S.G. Cancer Res. (1988) [Pubmed]
  6. Vicinal diamines as pyrroloquinoline quinone-directed irreversible inhibitors of lysyl oxidase. Gacheru, S.N., Trackman, P.C., Calaman, S.D., Greenaway, F.T., Kagan, H.M. J. Biol. Chem. (1989) [Pubmed]
  7. Rotamer stability in cis-[Pt(diA)G2] complexes (diA = diamine derivative and G = guanine derivative) mediated by carrier-ligand amine stereochemistry as revealed by circular dichroism spectroscopy. Benedetti, M., Marzilli, L.G., Natile, G. Chemistry (Weinheim an der Bergstrasse, Germany) (2005) [Pubmed]
  8. Direct chiral resolution of tartaric acid by ion-pair capillary electrophoresis using an aqueous background electrolyte with (1R,2R)-(-)-1,2-diaminocyclohexane as a chiral counterion. Kodama, S., Yamamoto, A., Matsunaga, A., Hayakawa, K. Electrophoresis (2003) [Pubmed]
  9. In vitro formation of DNA adducts by cisplatin, lobaplatin and oxaliplatin in calf thymus DNA in solution and in cultured human cells. Saris, C.P., van de Vaart, P.J., Rietbroek, R.C., Blommaert, F.A. Carcinogenesis (1996) [Pubmed]
  10. Characterization of a DNA damage-recognition protein from mammalian cells that binds specifically to intrastrand d(GpG) and d(ApG) DNA adducts of the anticancer drug cisplatin. Donahue, B.A., Augot, M., Bellon, S.F., Treiber, D.K., Toney, J.H., Lippard, S.J., Essigmann, J.M. Biochemistry (1990) [Pubmed]
  11. Antitumor activity of isomeric 1,2-diaminocyclohexane platinum(IV) complexes. Siddik, Z.H., al-Baker, S., Thai, G., Khokhar, A.R. J. Cancer Res. Clin. Oncol. (1994) [Pubmed]
  12. Preliminary phase I clinical study and pharmacokinetics of (1,2-diaminocyclohexane) (isocitrato) platinum (II) or PHIC. Gouyette, A., Ducret, J.P., Caillé, P., Amiel, J.L., Rouëssé, J., Foka, M., Carde, P., Hayat, M., Sancho-Garnier, H. Anticancer Res. (1986) [Pubmed]
  13. The influence of plasma proteins and platelets on oxygen radical production and F-actin distribution in neutrophils adhering to polymer surfaces. Nimeri, G., Ohman, L., Elwing, H., Wetterö, J., Bengtsson, T. Biomaterials (2002) [Pubmed]
  14. The chirality selectivity in the uptake of platinum (II) complexes with 1,2-cyclohexanediamine isomers as carrier ligand by human erythrocytes. Zou, J., Yang, X.G., Li, R.C., Lu, J.F., Wang, K. Biometals (1997) [Pubmed]
  15. Cytotoxicity and antitumor activity of bis(platinum) complexes. A novel class of platinum complexes active in cell lines resistant to both cisplatin and 1,2-diaminocyclohexane complexes. Farrell, N., Qu, Y., Hacker, M.P. J. Med. Chem. (1990) [Pubmed]
  16. Synthesis and antitumor activity of a series of (aminoethylpyrrolidine) platinum complexes. Khokhar, A.R., Brown, D.B., McCormack, J.J., Hacker, M.P. Cancer Chemother. Pharmacol. (1989) [Pubmed]
  17. Oxaliplatin activity in head and neck cancer cell lines. Espinosa, M., Martinez, M., Aguilar, J.L., Mota, A., De la Garza, J.G., Maldonado, V., Meléndez-Zajgla, J. Cancer Chemother. Pharmacol. (2005) [Pubmed]
  18. New antitumor-active azole-bridged dinuclear platinum(II) complexes: synthesis, characterization, crystal structures, and cytotoxic studies. Komeda, S., Lutz, M., Spek, A.L., Chikuma, M., Reedijk, J. Inorganic chemistry. (2000) [Pubmed]
  19. Application of capillary electrophoresis-mass spectrometry for the investigation of the binding behavior of oxaliplatin to 5'-GMP in the presence of the sulfur-containing amino acid L-methionine. Strickmann, D.B., Kong, A., Keppler, B.K. Electrophoresis (2002) [Pubmed]
  20. High-performance liquid chromatographic separation of platinum complexes containing the cis-1,2-diaminocyclohexane carrier ligand. Mauldin, S.K., Richard, F.A., Plescia, M., Wyrick, S.D., Sancar, A., Chaney, S.G. Anal. Biochem. (1986) [Pubmed]
  21. Direct HPLC separation of beta-aminoester enantiomers on totally synthetic chiral stationary phases. Gasparrini, F., D'Acquarica, I., Villani, C., Cimarelli, C., Palmieri, G. Biomed. Chromatogr. (1997) [Pubmed]
 
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