SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS

K A Glinov; A I Galeeva; Ya V Veremeychik

doi:10.55421/3034-4689_2026_29_9_9

SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS

Published in Herald of Technological University · Volume 29, Issue 9, 2026 · Pages 9–13 · Rubric: 1. Chemistry

DOI: https://doi.org/10.55421/3034-4689_2026_29_9_9 · EDN: TQCWRY

Received: 16.07.2026 Accepted: 09.09.2026 Published: 07.10.2026

Authors

K A Glinov

A I Galeeva

Ya V Veremeychik

K A Glinov

Baltiyskiy federal'nyy universitet im. I. Kanta Russian Federation · Калининград

A I Galeeva

KNITU

Ya V Veremeychik

Baltiyskiy federal'nyy universitet im. I. Kanta Russian Federation · Калининград

ABSTRACT

The paper presents the synthesis of a new benzothiazine sulfonamide derivative with the inclusion of a proteinogenic amino acid fragment (L)-tyrosine, and the preparation of lyotropic liquid crystal (LLC) systems based on it with Gd³⁺ ions for potential application in theranostics with the possibility of targeted delivery and MRI control. The synthesis of the target compound was carried out in four stages using a heteroatomic variant of the Diels-Alder reaction between N-sulfinylphenylamine and maleinamide (L)-tyrosine, followed by oxidation to a sulfonamide group. All intermediate compounds and products were studied using IR spectroscopy. LPC systems were obtained by mixing the synthesized sulfonamide, the nonionic surfactant C12EO10 and bidistilled water (or deuterated water - D2O) with the addition of gadolinium(III) nitrate at the surfactant : Gd3+ molar ratio = 1:1. The hexagonal type of packing of molecules in the mesophase was established by the method of polarization optical microscopy, the temperatures of phase transitions were determined. It has been shown that the introduction of Gd³⁺ ions stabilizes the LPC structure, which is confirmed by IR spectroscopy. The obtained hybrid composites have a structural organization that ensures the immobilization of both hydrophilic and hydrophobic components, and can be considered as promising platforms for targeted drug delivery with simultaneous MRI contrast enhancement. This work was supported by the Priority 2030 program at the Immanuel Kant Baltic Federal University.

KEYWORDS

SULFONAMIDES, DIELS-ALDER REACTION, DIENES, DIENOPHILES, LYOTROPIC LIQUID CRYSTALS, LANTHANIDES, HYBRID LYOTROPIC MEDIA, C12EO10

Funding

Dannoe issledovanie bylo podderzhano iz sredstv programmy strategicheskogo akademicheskogo liderstva "Prioritet 2030" BFU im. I. Kanta.

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Glinov K. A., , Veremeychik Y. V. SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS // Herald of Technological University. 2026. no. 9. pp. 9-13. DOI: https://doi.org/10.55421/3034-4689_2026_29_9_9. EDN: TQCWRY. (Date of access 24.10.2026).

MLA

K A Glinov, , Veremeychik Y. V.. "SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS." Herald of Technological University 29.9 (2026): 9-13. DOI: https://doi.org/10.55421/3034-4689_2026_29_9_9. EDN: TQCWRY.

APA

Glinov K. A., , Veremeychik Y. V. (2026). SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS. Herald of Technological University, 29(9), 9-13. https://doi.org/10.55421/3034-4689_2026_29_9_9 EDN: TQCWRY.

Chicago

K A Glinov, , Veremeychik Y. V.. "SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS." Herald of Technological University 29, no. 9 (2026): 9-13. https://doi.org/10.55421/3034-4689_2026_29_9_9. EDN: TQCWRY.

WIKI

{{cite journal | author = Glinov K. A., , Veremeychik Y. V. | title = SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS | journal = Herald of Technological University | year = 2026 | volume = 29 | issue = 9 | pages = 9-13 | doi = 10.55421/3034-4689_2026_29_9_9 }} EDN: TQCWRY

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SYNTHESIS OF A NEW BENZOTHIAZINE SULFONAMIDE DERIVATIVE WITH A (L)-TYROSINE FRAGMENT AND PRODUCTION OF LAC-SYSTEMS WITH GD3+ IONS FOR TARGETED DELIVERY AND THERANOSTICS

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