Biopolym. Cell. 2016; 32(6):461-467.
http://dx.doi.org/10.7124/bc.00093D
Bioorganic Chemistry
Use of lectin as a vector molecule for delivery of medicinal products to cells and tissues
1Antonyuk V. O., 1Klyuchivska O. Yu., 2, 3Antonyuk R. V., 2Lozynskyi A. V., 2Pohranychna Kh. R., 2Lesyk R. B., 1Stoika R. S.
  1. Institute of Cell Biology, NAS of Ukraine
    14/16, Drahomanov Str., Lviv, Ukraine, 79005
  2. Danylo Halytsky Lviv National Medical University
    69, Pekarska Str., Lviv, Ukraine, 79010
  3. Dubno Central Regional Hospital
    73, Lvivska Str., Dubno, Rivne region, Ukraine

Abstract

Aim. The conjugation of low-molecular compounds with antitumor activity to lectin and evaluation of the biological activity of the obtained conjugate. Methods. Organic synthesis; obtaining and analyzing Pisum sativum agglutinin with thiopyrano[2,3-d]thiazole derivative conjugate; its biological testing on cell cultures and histological samples. Results. A conjugate of the Pisum sativum lectin with the thiopyrano[2,3-d]thiazole derivative was obtained. Conjugation was carried out through the interaction of the aldehyde groups with the amino groups of lectin in the alkaline medium (pH 9.0). The compound (0.4 mg) was immobilized on lectin (10 mg). Conjugation of pea lectin with the antineoplastic agent led to a ~ 2.5-fold increase in the inhibitory effect tested on a L1210 mouse leukemia cells line. The antineoplastic effect of the studied conjugate is fully manifested only on the third day after the beginning of experiment, possibly after penetration of the conjugate into cells and its desintegration. Conclusions. The results may be used for development of new drug delivery systems.
Keywords: Pisum sativum agglutinin, thiopyrano[2,3-d]thiazole, conjugate, delivery, antitumor activity
Full text: (PDF, in English)

References

[1] Antonyuk VO. The lectins and their resources. Lviv: Quart, 2005; 554 p.
[2] Sybirna NO, Schewtsova AI, Ushakova GO. The Fundamentals of glycobiology. Lviv: LNU, 2015; 492 p.
[3] Molema G. Drug targeting: basic concepts and novel advances. In: Drug targeting organ-specific strategies. Eds Molena G, Meijer DKF. Wiley-VCH Verlag GmbH, Weinheim. 2001; 406 p.
[4] Woodley JF, Naisbett B. The potential of lectins for delaying the intestinal transit of drugs. Proc Int Symp Control Rel Bioact. Mater. 1988; 15: 125–6.
[5] Pat. 143359 English, 1C2 A 61 K 37/00 C 07G 7/0-2. Conjugates. William H. Bowen, Sidney A. Barker. Publ. 28.04.76.
[6] Lesyk RB, Zimenkovsky BS. 4-Thiazolidones: centenarian history, current status and perspectives for modern organic and medicinal chemistry. Curr Org Chem. 2004; 8(16):1547-77.
[7] Lozynskyi AV, Kaminskyy DV, Romanchyshyn KhB, Semenciv NG, Ogurtsov VV, Nektegayev IO, Lesyk RB. Screening of antioxidant and anti-inflammatory activity among thiopyrano[2,3-d]thiazoles. Biopolym Cell. 2015; 31(2):131-7.
[8] Zelisko N, Atamanyuk D, Vasylenko O, Grellier P, Lesyk R. Synthesis and antitrypanosomal activity of new 6,6,7-trisubstituted thiopyrano[2,3-d][1,3]thiazoles. Bioorg Med Chem Lett. 2012;22(23):7071-4.
[9] Antonyuk VO. The method of purification of mannose-specific lectins. Declarative patent of Ukraine No 13770, published 17.04.2006, claim for u200510008.
[10] Lozynskyi A, Golota S, Zimenkovsky B, Atamanyuk D, Gzella A, Lesyk R. Synthesis, anticancer and antiviral activities of novel thiopyrano[2,3-d]thiazole-6-carbaldehydes. Phosphorus Sulfur Silicon Relat Elem. 2016; 191:1245-9.
[11] Chomutovskyj OA, Lutsyk MD, Perederej OF. Electronic-histochemistry of cell membrane receptors. Kyiv: Naukova dumka, 1986; 168 p.
[12] Hayat MA. Colloidal Gold: principles, methods, and applications. New York: Academic Press, 2012. 536 p.
[13] Antonyuk RV, Lutsyk AD, Antonyuk VO. Research of carbohydrate specificity and application in histoshemistry lectin from carp roe (Cyprinus carpio L.). International Symposium on Cell Biology jointly with 5th Ukrainian Congress for Cell Biology. Odesa. Abstracts book. 2016:64