Literature DB >> 19415470

Synthesis of prostaglandin E(1) phosphate derivatives and their encapsulation in biodegradable nanoparticles.

Miho Takeda1, Taishi Maeda, Tsutomu Ishihara, Haruka Sakamoto, Kanae Yuki, Naoko Takasaki, Fumihiro Nishimura, Takeshi Yamashita, Ken-Ichiro Tanaka, Mitsuko Takenaga, Rie Igarashi, Megumu Higaki, Naoki Yamakawa, Yoshinari Okamoto, Hisao Ogawa, Masami Otsuka, Yutaka Mizushima, Tohru Mizushima.   

Abstract

PURPOSE: Prostaglandin E(1) (PGE(1)) is an effective treatment for peripheral vascular diseases. The encapsulation of PGE(1) in nanoparticles for its sustained-release would improve its therapeutic effect and quality of life (QOL) of patients.
METHODS: In order to encapsulate PGE(1) in nanoparticles prepared with a poly(lactide) homopolymer (PLA) and monomethoxy poly(ethyleneglycol)-PLA block copolymer (PEG-PLA), we synthesized a series of PGE(1) phosphate derivatives and tested their efficacy.
RESULTS: Among them, PGE(1) 2-(phosphonooxy)ethyl ester sodium salt (C2) showed the most efficient hydrolysis to yield PGE(1) in human serum. An in vitro platelet aggregation assay showed that C2 inhibited aggregation only after pre-incubation in serum, suggesting that C2 is a prodrug of PGE(1). In vivo, intravenous administration of C2 caused increase in cutaneous blood flow. In the presence of zinc ions, all of the synthesized PGE(1) phosphate derivatives could be encapsulated in PLA-nanoparticles. Use of L-PLA instead of D,L-PLA, and high molecular weight PLA resulted in a slower release of C2 from the nanoparticles.
CONCLUSIONS: We consider that C2-encapsulated nanoparticles prepared with L-PLA and PEG-D,L-PLA have good sustained-release profile of PGE(1), which is useful clinically.

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Year:  2009        PMID: 19415470     DOI: 10.1007/s11095-009-9891-5

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  36 in total

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Review 3.  Nanotherapeutics for Treatment of Pulmonary Arterial Hypertension.

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