# Stereoselective Solid-State Synthesis of Biologically Active Cyclobutane and Dicyclobutane Isomers via Conformation Blocking and Transference

**Authors:** Zhen Qin, Yunqiong Gu, Davidjames Young, Feilong Hu, Zhirong Luo

PMC · DOI: 10.3390/molecules29122909 · Molecules · 2024-06-19

## TL;DR

This paper describes a method to create specific cyclobutane and dicyclobutane isomers in the solid state, with one showing strong anti-cancer effects in lab tests.

## Contribution

A novel stereoselective solid-state synthesis method for biologically active cyclobutane and dicyclobutane isomers.

## Key findings

- Photodimerization of CH3-3,5-bpeb selectively produced cyclobutane and dicyclobutane isomers.
- Isomer 2 showed excellent in vitro anti-cancer activity against multiple cell lines.

## Abstract

Conformations in the solid state are typically fixed during crystallization. Transference of “frozen” C=C conformations in 3,5-bis((E)-2-(pyridin-4-yl)vinyl)methylbenzene (CH3-3,5-bpeb) by photodimerization selectively yielded cyclobutane and dicyclobutane isomers, one of which (Isomer 2) exhibited excellent in vitro anti-cancer activity towards T-24, 7402, MGC803, HepG-2, and HeLa cells.

## Full-text entities

- **Diseases:** cancer (MESH:D009369)
- **Cell lines:** HeLa — Homo sapiens (Human), Human papillomavirus-related endocervical adenocarcinoma, Cancer cell line (CVCL_0030), T-24 — Homo sapiens (Human), Bladder carcinoma, Cancer cell line (CVCL_0554), MGC803 — Homo sapiens (Human), Hybrid cell line (CVCL_5334), 7402 — Homo sapiens (Human), Down syndrome, Transformed cell line (CVCL_A7SY), HepG-2 — Homo sapiens (Human), Hepatoblastoma, Cancer cell line (CVCL_0027)

## Full text

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## Figures

11 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11206361/full.md

## References

50 references — full list in the complete paper: https://tomesphere.com/paper/PMC11206361/full.md

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Source: https://tomesphere.com/paper/PMC11206361