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Preparation, antitumor activity in mice, pharmacokinetics and tissue distribution in rats of di‐n‐butyl‐di‐(4‐chlorobenzohydroxamato)tin(IV) liposome

Published on Mar 1, 2014in Applied Organometallic Chemistry3.26
· DOI :10.1002/aoc.3112
Rui Ge6
Estimated H-index: 6
(Shanxi Medical University),
Yi-Jie Wang1
Estimated H-index: 1
(Shanxi Medical University)
+ 4 AuthorsQingshan Li7
Estimated H-index: 7
(Shanxi Medical University)
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Abstract
Di-n-butyl-di-(4-chlorobenzohydroxamato)tin(IV) (DBDCT) is an antitumor compound with high activity and relatively low bioavailability. In order to improve the pharmacokinetic characteristics and raise its therapeutic index, a liposome of DBDCT (DBDCT-L) was prepared for the first time. A study of the pharmacokinetics and tissue distribution after intravenous administration of DBDCT-L compared with free DBDCT to rats was investigated. DBDCT-L showed a slower clearance, increased half-time and a larger AUC value than those of free DBDCT, which demonstrated that DBDCT-L could significantly alter the tissue distribution pattern of DBDCT in rats. The highest concentration distribution for DBDCT-L was detected in liver, which may be associated with the enhanced antitumor activity in vivo against hepatocellular carcinoma H22 and possible target release of the compound. Acute toxicity assay showed that the LD50 value of DBDCT-L was higher than that of free DBDCT. Further in vivo antitumor test showed that DBDCT-L displayed higher antitumor activity against the hepatocellular carcinoma H22 than free DBDCT, indicating that the liposome could prolong the action time of DBDCT in the system circulation, change its distribution in rats, reduce acute toxicity and finally increase antitumor activity. Copyright © 2014 John Wiley & Sons, Ltd.
  • References (21)
  • Citations (1)
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References21
Newest
Published on Feb 1, 2013in Toxicology in Vitro3.07
Rui Ge6
Estimated H-index: 6
(Shanxi Medical University),
Wen-Hua Ma1
Estimated H-index: 1
(Shanxi Medical University)
+ 1 AuthorsQingshan Li7
Estimated H-index: 7
(Shanxi Medical University)
Abstract The severe toxicity of antitumor organotin (IV) compounds limits their application in clinic, however, the toxic mechanism is still unclear. Di-n-butyl-di-(4-chlorobenzohydroxamato) Tin (IV) (DBDCT), an antitumor agent with high activity and obvious neurotoxicity was chosen as a typical diorganotin (IV) compound to investigate its neurotoxic mechanism using PC12 cells and comprehensive methods. Treatment with DBDCT resulted in a dose- and time-dependent growth inhibition of PC12 cells. ...
Published on Jan 1, 2013in European Journal of Medicinal Chemistry4.83
Mala Nath22
Estimated H-index: 22
(IITR: Indian Institute of Technology Roorkee),
Monika Vats4
Estimated H-index: 4
(IITR: Indian Institute of Technology Roorkee),
Partha Pratim Roy26
Estimated H-index: 26
(IITR: Indian Institute of Technology Roorkee)
Abstract Tri-and diorganotin(IV) orotates of general formula, R n Sn(H 2 Or) m [ n = 3/2, m = 1/2, R = Me, n -Bu, n -Oct and Ph; H 2 Or − = monoanion of orotic acid (H 3 Or)] ( n -Bu 2 Sn(HOr) as an exception) have been synthesized. On the basis of various spectroscopic studies it is revealed that R 3 Sn(H 2 Or) and R 2 Sn(H 2 Or) 2 exhibit distorted trigonal–bipyramidal and distorted octahedral geometry, respectively, and n -Bu 2 Sn(HOr) shows both five and six coordination geometry around tin....
Published on Jan 1, 2013in European Journal of Pharmaceutical Sciences3.53
Yuan-yuan Jiao1
Estimated H-index: 1
(PKU: Peking University),
Xueqing Wang30
Estimated H-index: 30
(PKU: Peking University)
+ 2 AuthorsQiangZhang55
Estimated H-index: 55
(PKU: Peking University)
Abstract 8-Chloro-adenosine (8CA) has shown promise in hematologic and solid tumor models and is in a phase I clinical trial. However, 8CA is intensively metabolized shortly after i.v. administration, with a t 1/2β of approximately 1 h. Many carriers have failed to encapsulate 8CA efficiently. To improve its pharmacokinetic properties, 8-chloro-adenosine-5′- O -stearate (8CAS), a lipophilic octadecanoyl analogue of 8CA, was synthesized and incorporated into pegylated liposomes. The liposomes, co...
Published on Jan 1, 2013in Advanced Drug Delivery Reviews15.52
Theresa M. Allen69
Estimated H-index: 69
(U of A: University of Alberta),
Pieter R. Cullis92
Estimated H-index: 92
(UBC: University of British Columbia)
The first closed bilayer phospholipid systems, called liposomes, were described in 1965 and soon were proposed as drug delivery systems. The pioneering work of countless liposome researchers over almost 5 decades led to the development of important technical advances such as remote drug loading, extrusion for homogeneous size, long-circulating (PEGylated) liposomes, triggered release liposomes, liposomes containing nucleic acid polymers, ligand-targeted liposomes and liposomes containing combina...
Published on Jan 1, 2013in Drug metabolism and drug interactions
and João J. R. Fraústo da Silva4
Estimated H-index: 4
,
Luís D1
Estimated H-index: 1
+ 13 AuthorsArmando J. L. Pombeiro58
Estimated H-index: 58
Abstract The discovery of cisplatin's antitumor activity led to a great interest in the potential application of coordination compounds as chemotherapeutic agents. It is essential to identify new compounds that selectively inhibit tumor proliferation, evading secondary effects and resistance associated with chemotherapeutics. The in vitro antiproliferative potential of an organotin(IV) compound was evaluated using colorectal and hepatocellular carcinoma, mammary gland adenocarcinoma cell lines, ...
Published on Sep 1, 2012in Toxicology Letters3.50
Li Tang2
Estimated H-index: 2
(Shanxi Medical University),
Yun-Lan Li2
Estimated H-index: 2
(Shanxi Medical University)
+ 1 AuthorsQingshan Li7
Estimated H-index: 7
(Shanxi Medical University)
Abstract Significant attention has been paid to the antitumor diorganotin(IV) compounds during the last few decades. However, severe toxicity limits their application and the toxic mechanism is still unclear. Of these toxicities, liver is the most important target organ. In this study, di- n -butyl-di-(4-chlorobenzohydroxamato)tin(IV) (DBDCT), an antitumor agent with high activity and obvious hepatotoxicity was chosen as a typical diorganotin(IV) compound to investigate the hepatotoxic mechanism...
Published on Aug 1, 2012in Journal of Pharmaceutical Sciences3.20
Junting Jia3
Estimated H-index: 3
(CPU: China Pharmaceutical University),
Yan Xiao3
Estimated H-index: 3
(CPU: China Pharmaceutical University)
+ 4 AuthorsMengyuan Zhang5
Estimated H-index: 5
(CPU: China Pharmaceutical University)
ABSTRACT: Discoidal recombinant high-density lipoproteins (d-rHDLs) are attractive candidates for anticancer agents because of their favorable biocompatibility, biodegradability, and receptor-mediated endocytosis. Paclitaxel (PTX)-loaded d-rHDLs (P-d-rHDLs) were prepared by thin-film dispersion/detergent dialysis methods in this study. To investigate metabolic processes that P-d-rHDLs probably encounter in circulation, influences of lecithin-cholesterol acyltransferase (LCAT) on structural and c...
Published on Jun 1, 2012in Aaps Journal3.54
Rupa R. Sawant27
Estimated H-index: 27
(NU: Northeastern University),
Vladimir P. Torchilin90
Estimated H-index: 90
(NU: Northeastern University)
Liposomes, phospholipid vesicles with a bilayered membrane structure, have been widely used as pharmaceutical carriers for drugs and genes, in particular for treatment of cancer. To enhance the efficacy of the liposomal drugs, drug-loaded liposomes are targeted to the tumors by means of passive (enhanced permeability and retention mediated) targeting, based on the longevity of liposomes in blood and its accumulation in pathological sites with compromised vasculature, and active targeting, based ...
Published on Jun 1, 2010in Biometals2.46
Anca Roseanu9
Estimated H-index: 9
,
Paula E. Florian6
Estimated H-index: 6
+ 3 AuthorsMihaela Trif10
Estimated H-index: 10
A number of studies have reported the anti-tumoral activity of lactoferrin, a property mediated by a variety of mechanisms such as inhibitory effects on tumor cell growth, NK cell activation, and enhancement of apoptosis. Liposomes are known to be an efficient drug delivery system which can enhance the therapeutic potential of the encapsulated compounds. We have used positively charged liposomes composed of phosphatidylcholine (PC), dioleoylphosphatidylethanolamine (DOPE), cholesterol (Chol) and...
Published on Sep 1, 2009in European Journal of Inorganic Chemistry2.58
Malgorzata Gajewska2
Estimated H-index: 2
(IST: Instituto Superior Técnico),
Konstantin V. Luzyanin22
Estimated H-index: 22
(IST: Instituto Superior Técnico)
+ 3 AuthorsArmando J. L. Pombeiro58
Estimated H-index: 58
(IST: Instituto Superior Técnico)
The reactions between equimolar amounts of R2SnO (R = Me 1, nBu 2) and N,2-dihydroxy-5-[N-hydroxyethanimidoyl]benzamide (H2L) under solvent reflux conditions (in toluene for 1 and methanol for 2) for ca. 4 h led to the formation of the trinuclear tin complexes [R2Sn(L)]3 (R = Me 3, nBu 4) isolated as colourless crystalline solids in ca. 85 % yield, which were characterized by IR, 1H, 13C and 119Sn NMR spectroscopy, elemental analysis and (for 4) by X-ray diffraction. The trinuclear Sn core is st...
Cited By1
Newest
Published on Feb 1, 2019in Monatshefte Fur Chemie1.50
Priyanka Khatkar2
Estimated H-index: 2
(Guru Jambheshwar University of Science and Technology),
Sonika Asija2
Estimated H-index: 2
(Guru Jambheshwar University of Science and Technology)
+ 1 AuthorsVikramjeet Singh2
Estimated H-index: 2
(Guru Jambheshwar University of Science and Technology)
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