Abstract
Bioassay-directed fractionation of clove terpenes from the plant Eugenia caryophyllata has led to the isolation of the following five active known compounds: beta-caryophyllene [1], beta-caryophyllene oxide [2], alpha-humulene [3], alpha-humulene epoxide I [4], and eugenol [5]. Their structures were determined on the basis of spectral analysis (hreims, 1H and 13C nmr). These compounds showed significant activity as inducers of the detoxifying enzyme glutathione S-transferase in the mouse liver and small intestine. The ability of natural anticarcinogens to induce detoxifying enzymes has been found to correlate with their activity in the inhibition of chemical carcinogenesis. Thus, these sesquiterpenes show promise as potential anticarcinogenic agents.
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Claims 4
Claim · model-written summary
Beta-caryophyllene, beta-caryophyllene oxide and alpha-humulene were isolated from Eugenia caryophyllata.
- Taxon
- Eugenia caryophyllata
Syzygium aromaticume0 - Outcome
- beta-caryophyllene [1], beta-caryophyllene oxide [2], alpha-humulene [3]e0
Not reportedDirection
Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Verbatim
e0“Bioassay-directed fractionation of clove terpenes from the plant Eugenia caryophyllata has led to the isolation of the following five active known compounds: beta-caryophyllene [1], beta-caryophyllene oxide [2], alpha-humulene [3], alpha-humulene epoxide I [4], and eugenol [5].”
Claim · model-written summary
Alpha-humulene epoxide I and eugenol were isolated from Eugenia caryophyllata.
- Taxon
- Eugenia caryophyllata
Syzygium aromaticume0 - Outcome
- alpha-humulene epoxide I [4], and eugenol [5]e0
Not reportedDirection
Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Verbatim
e0“Bioassay-directed fractionation of clove terpenes from the plant Eugenia caryophyllata has led to the isolation of the following five active known compounds: beta-caryophyllene [1], beta-caryophyllene oxide [2], alpha-humulene [3], alpha-humulene epoxide I [4], and eugenol [5].”
Claim · model-written summary
The isolated compounds induced glutathione S-transferase in mouse liver and small intestine.
- Organ / stage
- liver and small intestinee0
- Outcome
- activity as inducers of the detoxifying enzyme glutathione S-transferasee0
Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Verbatim
e0“These compounds showed significant activity as inducers of the detoxifying enzyme glutathione S-transferase in the mouse liver and small intestine.”
Claim · model-written summary
The authors consider these sesquiterpenes promising potential anticarcinogenic agents.
- Outcome
- potential anticarcinogenic agentse0
Not reportedTaxon
Verbatim
e0“Thus, these sesquiterpenes show promise as potential anticarcinogenic agents.”