Synthesis and antitumor activity of tetrahydrocarbazole hybridized with dithioate derivatives

Figures & data

Figure 1. Structures of biologically active dithiocarbamates and carbazoles.

Scheme 1. Synthesis of tetrahydrocarbazoles hybridized with dithioate derivatives.

Figure 2. The ¹H-NMR and ¹³C-NMR chemical shifts for compound 6b. The data are expressed as δ in ppm unit, br s: broad singlet; s: singlet; t: triplet; m: multiplet.

Figure 3. Effect of conjugation between C=S and nitrogen atom.

Figure 4. IC₅₀ in nM/mL of compounds 4–7 and doxorubicin against MCF7 and HCT116 cell lines.

Table 1. Results of in vitro cytotoxic activity of the synthesized compounds on human breast adenocarcinoma cell line (MCF7) and human colon tumor cell line (HCT116).

		IC50 in nM/mL*
Compound No.	R	MCF7	HCT116
Doxorubicin	–	8.43	6.86
4a	–OCH3	14.10	>150
4b	–OCH2CH3	10.51	>150
4c	–OCH2CH2CH2CH3	26.87	66.20
4d		12.14	87.08
6a		21.77	38.17
6b		37.70	29.9
6c		11.63	19.20
6d		9.22	19.28
6e		16.70	45.88
6f		7.24	8.23
6g		9.39	26.10
7		10.28	44.72

*The given values are means of three experiments.