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Chemical Structure| 13220-57-0 Chemical Structure| 13220-57-0

Structure of Tryptanthrin
CAS No.: 13220-57-0

Chemical Structure| 13220-57-0

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Tryptanthrin is a natural alkaloidal compound having basic indoloquinazoline moiety. It has broad spectrum of biological activities including anticancer activity, anti-inflammatory, antiprotozoal, antiallergic, antioxidant, and antimicrobial.

Synonyms: NSC 349447

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Product Details of Tryptanthrin

CAS No. :13220-57-0
Formula : C15H8N2O2
M.W : 248.24
SMILES Code : O=C1C2=CC=CC=C2N2C1=NC1=CC=CC=C1C2=O
Synonyms :
NSC 349447
MDL No. :MFCD00012073
InChI Key :VQQVWGVXDIPORV-UHFFFAOYSA-N
Pubchem ID :73549

Safety of Tryptanthrin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Acinetobacter baumannii ATCC 17978 20 mg/mL 24 h Inhibited biofilm formation, inhibition rate 59% iScience. 2024 May 8;27(6):109942.
Acinetobacter baumannii AB102 20 mg/mL 24 h Inhibited biofilm formation, inhibition rate 85% iScience. 2024 May 8;27(6):109942.
Acinetobacter baumannii AB108 20 mg/mL 24 h Inhibited biofilm formation, inhibition rate 63% iScience. 2024 May 8;27(6):109942.
normal murine peritoneal macrophages ≤7.5 μM Tryptanthrin showed no significant cytotoxicity on normal murine peritoneal macrophages at concentrations inhibitory to leukemia cells. Cell Mol Immunol. 2009 Oct;6(5):335-42.
murine myelomonocytic leukemia WEHI-3B JCS cells 1-5 μM 48-72 h Tryptanthrin suppressed the proliferation of WEHI-3B JCS cells in a dose- and time-dependent manner, with an IC50 of 1.5 μM. Cell Mol Immunol. 2009 Oct;6(5):335-42.
HepG2 1.25, 2.5, 5, 10 μM 72 h Induces cellular senescence and inhibits proliferation of liver cancer cells Redox Biol. 2024 Oct;76:103323.
Huh7 1.25, 2.5, 5, 10 μM 72 h Induces cellular senescence and inhibits proliferation of liver cancer cells Redox Biol. 2024 Oct;76:103323.
B16F10 11 µM 72 h Evaluate the cytotoxicity of Tpn on B16F10 cells, results showed IC50 was 11 µM Cell Mol Life Sci. 2022 Aug 10;79(9):478.
SK-MEL-2 15 µM 72 h Evaluate the cytotoxicity of Tpn on SK-MEL-2 cells, results showed IC50 was 15 µM Cell Mol Life Sci. 2022 Aug 10;79(9):478.
SK-MEL-28 15 µM 72 h Evaluate the cytotoxicity of Tpn on SK-MEL-28 cells, results showed IC50 was 15 µM Cell Mol Life Sci. 2022 Aug 10;79(9):478.
A375 3 µM 72 h Evaluate the cytotoxicity of Tpn on A375 cells, results showed A375 cells were highly sensitive to Tpn Cell Mol Life Sci. 2022 Aug 10;79(9):478.
BV2 cells 10 μM 24 h Tryptanthrin inhibited microglia-derived inflammation by promoting polarization to the M2 phenotype. Neural Regen Res. 2025 Nov 1;20(11):3287-3301.
BV2 cells 2.5-50 μM 3, 6, 12, 24 h Evaluated the effects of tryptanthrin on BV2 cell viability and found that tryptanthrin was not cytotoxic at concentrations lower than 10.0 μM within 24 h. Neural Regen Res. 2025 Nov 1;20(11):3287-3301.
Human foreskin fibroblasts 18 μM 72 h To assess the toxicity of Tryptanthrin on normal cells, results showed only 22% cell death at 18 μM. Cell Prolif. 2020 Jan;53(1):e12710.
A431 cells 9 μM 72 h To assess the cytotoxicity of Tryptanthrin on A431 cells, results showed significant cytotoxicity at 9 μM. Cell Prolif. 2020 Jan;53(1):e12710.
mouse bone marrow-derived neutrophils 0.1 µM–10 µM 4 h TRYP dose-dependently reduced OSM release in GM-CSF-stimulated mouse bone marrow-derived neutrophils. Nutrients. 2024 Nov 28;16(23):4109.
neutrophils-like differentiated (d)HL-60 cells 0.1 µM–10 µM 1 h TRYP dose-dependently reduced OSM release and mRNA expression levels in GM-CSF-stimulated neutrophils-like dHL-60 cells. Nutrients. 2024 Nov 28;16(23):4109.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
BALB/c mice WEHI-3B JCS cell-induced leukemia model Intraperitoneal injection 0.04, 0.08, 0.16 mg/kg 5 consecutive days Tryptanthrin significantly suppressed the growth of WEHI-3B JCS cells in BALB/c mice, with significant effects at doses of 0.08 and 0.16 mg/kg. Cell Mol Immunol. 2009 Oct;6(5):335-42.
BALB/c nude mice Liver cancer xenograft model Intraperitoneal injection 100 mg/kg Daily until the end of the experiment Inhibits tumor growth and induces tumor cell senescence Redox Biol. 2024 Oct;76:103323.
NOD-SCID mice Melanoma xenograft model Intradermal injection 12 mg/kg Daily for one month Evaluate the inhibitory effect of Tpn on melanoma growth in vivo, results showed Tpn significantly reduced tumor volume and metastasis Cell Mol Life Sci. 2022 Aug 10;79(9):478.
C57BL/6 male mice Spinal cord injury model Intragastric administration 30 mg/kg Once daily for 14 days Tryptanthrin promoted microglia polarization toward M2 phenotype by targeting the cGAS/STING/NF-κB axis, inhibited neuronal loss, and promoted tissue repair and functional recovery. Neural Regen Res. 2025 Nov 1;20(11):3287-3301.
Swiss albino mice DMBA/PMA-induced skin carcinogenesis model Topical application 0.5 mg or 1 mg 1 hour before each PMA application, for 16 weeks To evaluate the inhibitory effect of Tryptanthrin on skin cancer, results showed 60.1% reduction in tumor size and 59% reduction in tumor multiplicity at 1 mg dose. Cell Prolif. 2020 Jan;53(1):e12710.
Galleria mellonella Infection model Injection 50 mg/kg Single injection, observed for 96 hours Evaluated the effect of tryptanthrin on the virulence of A. baumannii, survival rate increased from 40% to 80% iScience. 2024 May 8;27(6):109942.
Male SD mice DSS-induced colitis model Intragastrical administration 39.2 mg/kg, 78.4 mg/kg, 156.8 mg/kg Twice a day for 8 days Tryptanthrin improves the health condition of mice with DSS-induced colitis by regulating the TNF-α/NF-κB and IL-6/STAT3 signaling pathways. Molecules. 2018 May 2;23(5):1062

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.03mL

0.81mL

0.40mL

20.14mL

4.03mL

2.01mL

40.28mL

8.06mL

4.03mL

 

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