Studies on synthesis and in vitro biodegradability of novel optically active nanostructure poly(ester-imide)s containing L-phenylalanine and L-isoleucine linkages

Colloid and Polymer Science

Volumn 289, Issue 1, 2011, Pages 93-100

  Mallakpour, Shadpour ^a   Soltanian, Samaneh ^a   Sabzalian, Mohammad R ^a  

^a ISFAHAN UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

Biodegradability; Chiral polymers; In vitro toxicity; Nanostructure; Poly(ester imide)s

Indexed keywords

BIOLOGICAL ACTIVITIES; CHEMICAL STRUCTURE; CHIRAL POLYMERS; CONDENSING AGENTS; CULTURE MEDIA; DEGRADATION PRODUCTS; DIRECT POLYCONDENSATION; ELEMENTAL ANALYSIS; FIELD EMISSION SCANNING ELECTRON MICROSCOPY; FUNGAL SPORES; IN VITRO TOXICITY; IN-VITRO; L-ISOLEUCINE; L-PHENYLALANINE; MICROBIAL GROWTH; N ,N-DIMETHYLFORMAMIDE; NANOSCALE MORPHOLOGY; NATURALLY OCCURRING; OPTICALLY ACTIVE; POLY(ESTER-IMIDE); POLY(ESTER-IMIDE)S; SOIL BURIAL TEST; SPECIFIC ROTATIONS; THERMAL STABILITY; WEIGHT LOSS;

AMINO ACIDS; BEHAVIORAL RESEARCH; BIODEGRADABLE POLYMERS; BIODEGRADATION; CHLORINE COMPOUNDS; DEGRADATION; DIMETHYLFORMAMIDE; ESTERIFICATION; ESTERS; FIELD EMISSION; FIELD EMISSION MICROSCOPES; MONOMERS; MORPHOLOGY; NANOSTRUCTURES; POLYCONDENSATION; SCANNING ELECTRON MICROSCOPY; SYNTHESIS (CHEMICAL); TOXICITY;

POLYMERS;

4,4' THIOBIS(6 TERT BUTYL META CRESOL); ISOLEUCINE; MONOMER; N,N DIMETHYLFORMAMIDE; PHENOL DERIVATIVE; PHENYLALANINE; POLY(ESTER IMIDE); POLYIMIDE; PYRIDINE; UNCLASSIFIED DRUG;

AIRBORNE FUNGUS; ARTICLE; BIODEGRADABILITY; CHEMICAL STRUCTURE; CHIRALITY; CONTROLLED STUDY; CULTURE MEDIUM; FUNGUS SPORE; INFRARED SPECTROSCOPY; MICROBIAL GROWTH; MOLECULAR WEIGHT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SOIL MICROFLORA; SOLUBILITY; SURFACE PROPERTY; THERMOGRAVIMETRY; THERMOSTABILITY; TOXICITY TESTING;

EID: 79951677321     PISSN: 0303402X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00396-010-2338-z     Document Type: Article

References (25)

1. X Deng Y Liu M Yuan 2002 Study on biodegradable polymer. 3. Synthesis and characterization of poly(dl-lactic acid)-co-poly(ethylene glycol)-co-poly(l- lysine) copolymer Eur Polym J 38 1435 1441 1:CAS:528:DC%2BD38Xjt1Clsbg%3D 10.1016/S0014-3057(02)00017-4 (Pubitemid 34440807)
2. J Lee S McCarthy 2009 Biodegradable poly(lactic acid) blends with chemically modified polyhydroxyoctanoate through chain extension J Polym Environ 17 240 247 1:CAS:528:DC%2BD1MXhsF2qu77N 10.1007/s10924-009-0144-9
3. M Okada 2002 Chemical syntheses of biodegradable polymers Prog Polym Sci 27 87 133 1:CAS:528:DC%2BD3MXoslCjt74%3D 10.1016/S0079-6700(01)00039-9 (Pubitemid 33094019)
4. M Vert 2005 Aliphatic polyesters: great degradable polymers that cannot do everything Biomacromolecules 6 538 546 1:CAS:528:DC%2BD2cXhtVCrsb3E 10.1021/bm0494702 (Pubitemid 40467790)
5. DS Katti S Lakshmi R Langer CT Laurencin 2002 Toxicity, biodegradation and elimination of polyanhydrides Adv Drug Deliv Rev 54 933 961 1:CAS:528:DC%2BD38XnvVKiur0%3D 10.1016/S0169-409X(02)00052-2 (Pubitemid 35243680)
6. M Obst A Steinbuchel 2004 Microbial degradation of poly(amino acid)s Biomacromolecules 5 1166 1176 1:CAS:528:DC%2BD2cXjs12jurc%3D 10.1021/bm049949u (Pubitemid 39089713)
7. J Qu F Sanda T Masuda 2009 Synthesis and chiroptical properties of amino acid-derived poly(methylpropargyl ester)s Eur Polym J 45 448 454 1:CAS:528:DC%2BD1MXotVeqsg%3D%3D 10.1016/j.eurpolymj.2008.10.032
8. Y Fan M Kobayashi H Kise 2001 Synthesis and specific biodegradation of novel polyesteramides containing amino acid residues Polym Sci A Polym Chem 39 1318 1328 1:CAS:528:DC%2BD3MXislartb8%3D 10.1002/pola.1109 (Pubitemid 32425401)
9. S Mallakpour H Seyedjamali 2009 Fast synthesis of optically active polyamides containing l-methionine linkages in ionic liquid via a microwave-assisted process Colloid Polym Sci 287 1111 1116 1:CAS:528: DC%2BD1MXptFGrsbs%3D 10.1007/s00396-009-2080-6
10. S Mallakpour M Taghavi 2008 A facile, microwave-assisted synthesis of novel optically active polyamides derived from 5-(3-methyl-2- phthalimidylpentanoylamino) isophthalic acid and different diisocyanates Eur Polym J 44 87 97 1:CAS:528:DC%2BD1cXis1entQ%3D%3D 10.1016/j.eurpolymj.2007.10. 027
11. S Mallakpour M Dinari 2008 Microwave step-growth polymerization of 5-(4-methyl-2-phthalimidylpentanoylamino) isophthalic acid with different diisocyanates Polym Adv Technol 19 1334 1342 1:CAS:528:DC%2BD1cXhtFOiur3L 10.1002/pat.1142
12. S Mallakpour F Mirkarimi 2010 Synthesis and characterization of novel, optically active polyamides derived from S-valine natural amino acid and bulky anthracenic side chain Amino Acids 10.1007/s00726-010-0560-0
13. DJ Liaw CL Fan CC Lin KL Wang 2004 Synthesis and characterization of new soluble poly(esterimide)s containing noncoplanar 2, 2′-dimethyl-4, 4′-biphenylene unit J Appl Polym Sci 92 2486 2493 1:CAS:528: DC%2BD2cXivVymsbc%3D 10.1002/app.20173 (Pubitemid 38476122)
14. S Mallakpour E Kowsari 2006 Synthesis of novel optically active poly(ester imide)s by direct polycondensation reaction promoted by tosyl chloride in pyridine in the presence of N, N-dimethyformamide J Appl Polym Sci 101 455 460 1:CAS:528:DC%2BD28XltVaktb8%3D 10.1002/app.23289 (Pubitemid 43892732)
15. S Mallakpour E Kowsari 2005 Direct polycondensations of N, N′-(4, 4′-oxydiphthaloyl)-bis-l-leucine diacid by use of tosyl chloride in the presence of N, N-dimethylformamide Polym Adv Technol 16 795 799 1:CAS:528:DC%2BD28XhsVKnur0%3D 10.1002/pat.654 (Pubitemid 43186059)
16. Hirsch RH (2006) Process for polymerizing 4,4′-thiobis(6-tert- butyl-m-cresol). US Patent 4097534
17. S Mallakpour F Tirgir MR Sabzalian 2010 Synthesis and structural characterization of novel biologically active and thermally stable poly(ester-imide)s containing different natural amino acids linkages J Polym Res 10.1007/s10965-010-9427-z
18. S Mallakpour F Tirgir MR Sabzalian 2010 Synthesis, characterization and in vitro antimicrobial and biodegradability study of pseudo-poly(amino acid)s derived from N, N′-(pyromellitoyl)-bis-l-tyrosine dimethyl ester as a chiral bioactive diphenolic monomer Amino Acids 10.1007/s00726-010-0686-0
19. S Mallakpour F Tirgir MR Sabzalian 2010 Novel biobased polyurethanes synthesized from nontoxic phenolic diol containing l-tyrosine moiety under green media J Polym Environ 10.1007/s10924-010-0234-8
20. SE Mallakpour AR Hajipour S Habibi 2001 Synthesis of new poly(amide-imide)s derived from trimellitylimido-l-phenylalanine Polym Int 50 331 337 1:CAS:528:DC%2BD3MXhsF2rtLs%3D 10.1002/pi.633 (Pubitemid 32243124)
21. S Mallakpour AR Hajipour MH Shahmohammadi 2003 Direct polycondensation of N-trimellitylimido-l-isoleucine with aromatic diamines J Appl Polym Sci 89 116 122 1:CAS:528:DC%2BD3sXjvFGgu7o%3D 10.1002/app.12075 (Pubitemid 36602214)
22. F Higashi N Akiyama I Takahashi T Koyama 1984 Direct polycondensation of aromatic dicarboxylic acids and bisphenols with tosyl chloride and N, N-dimethylformamide in pyridine J Polym Sci Polym Chem Ed 22 1653 1660 1:CAS:528:DyaL2cXkvFWmt7k%3D 10.1002/pol.1984.170220712 (Pubitemid 14605227)
23. F Higashi CH Ong Y Okada 1999 High-molecular-weight copolyesters of dihydroxybenzophenones by 'induced' copolyesterification using TsCl/DMF/Py as a condensing agent J Polym Sci A Polym Chem 37 3625 3631 1:CAS:528: DyaK1MXmtVejtrY%3D 10.1002/(SICI)1099-0518(19990915)37:18<3625::AID- POLA10>3.0.CO;2-V
24. Van Krevelen DW, Hoftyzer PJ (1976) Properties of polymers, 3rd edn. Elsevier Scientific, New York
25. Dai L (2004) Polymer nanostructures. In: Nalwa HS (ed) Encyclopedia of nanoscience and nanotechnology, vol 8. American Scientific, California, pp 763-790