Lippia dulcis

Fig. 2.77 Compounds 246-249, caffeic-acid derivatives from Echinacea angustifolia. Compounds 250 and 251, sweet principals from Lippia dulcis...

Hernandulcin. Tasting panels have estimated that this substance is 1000 times sweeter than sucrose, but the flavor profile is described as somewhat less pleasant than that of sucrose. Hernandulcin is derived from a plant, Lippia dulcis Trcv. commonly known as sweet herb by the Aztecs as early as the 1570s. It has been categorized as noncarcinogenic, based upon standard bactenal mutagenicity tests. The economic potential is being studied. 

The first Mexican substance searched for, found, and isolated based on old traditions, was the sesquiterpene hemandulcin from Lippia dulcis Trev. It was determined by a human taste panel to be more than 1000 times sweeter than sucrose. The structure of this sesquiterpene was determined and confirmed by chemical synthesis. It was nontoxic when administered orally to mice, and did not induce bacterial mutation.5 Further work has been carried out with some of the plants more frequently used (Table 12.3). The sesquiterpene alkaloids hippocrateine I, hippocrateine II, and emarginatine were identified in Hippocratea excelsa used in Mexican traditional medicine, and antimicrobial abietane type diterpenes were isolated from Salvia albocaerulea.6 7... 

Hernandulcin is a bisabolane sesquiterpene isolated from the herb Lippia dulcis Trev. (Verbenaceae), which is native to Mexico, and has been reported to be 1500 times sweeter than sucrose.44 45 The natural product has a 6S, 1 xS" configuration, and of the four possible stereoisomers, only this one has intense sweetness.46 47 Another sweet substance, 4,3-hydn> x v hern a n d u I cm, was isolated from a sample native to Panama.46 The sweetness and bitterness of hernandulcin have been reported to linger in the mouth for sometime. This compound is rather thermolabile. 

Hernandulcin Lippia dulcis (Aztec sweet herb) Sweet (1000X > Sucrose)... 

Hydroxy-hernandulcin (sesquiterpene) Lippia dulcis (Verbenaceae) [flower, leaf] Sweet... 

Aloenin (= 4-Methoxy-6-(2-(3- Verbascum sinuatum (Scrophulariaceae), Lippia dulcis (Verbenaceae) Acanthaceae, Bignonaceae, Gesneriaceae, Oronbranchaceae, Plantaginaceae Aloe arborescens (Liliaceae) Bitter [inhibits gastric... 

The intensely sweet sesquiterpene, Hernandulcin, was isolated from a plant known to the Aztecs as Tzonpelic Xihuilt or sweet herb (Lippia dulcis). Hernandulcin which could be considered the prototype of a new class of dietary sucrose substitutes is said over 1000 times sweeter than sucrose. However to a human panel at SNPE, while tasting synthetic Hernandulcin made by the new methodology, some aftertaste and a slight bitterness was perceived by 50 % of the persons. 

In 1985, Kinghorn and coworkers isolated an extremely sweet bisabolene-type sesquiterpene from an Aztec herb Lippia dulcis,121 This plant was known to the Aztecs as tzonpelic xihuitl (sweet herb), and was described in a book written between 1570-1576 by a Spanish physician F. Hernandez.121 Kinghorn named the sesquiterpene (+)-hernandulcin, showed it to be more than 1000 times as sweet as sucrose, and elucidated its structure as 56 (Figure 2.46) including the (6R, l. R )-relative stereochemistry. 

Lippia dulcis L. canescens Cough and bronchitis Antitumoral Antiproliferative effect against B16F10, MK-1 and HeLa [101,102]... 

Sauerwein, M., Flores, H.M., Yamazaki, T., and Shimomura, K. 1991. Lippia dulcis shoot cultures as a source of the sweet sesquiterpene hemandulcin. Plant Cell Rep., 9 663-666. 

The sesquiteipene hemandulcin (83) from Lippia dulcis (Verbenaceae), a plant used as a sweetener by the Aztecs, is more than 1000 times sweeter than sucrose (Compadre et al., 1985, 1987). 

Lippia dulcis (family Verbenaceae) This produces a compound from the leaves and flowers that is 1000 times sweeter than sucrose. 

Hemandulcin is a sweet sesquiterpene from Lippia dulcis Trev. (Verhenaceae), with the structure 6-( 1,5-dimethyl-1 -hydroxy-hex-4-enyl)... 

Sweet sesquiterpenoids (-F)-hernandulcin, 6-(1,5-dimethyl-1-hydroxyhex-4-en-l-yl)-3-methylcyclohexen-2-one, and (-F)-4P-hydroxyhernandulcin (11-35) occur at a level of about 0.04% in the sweet herb Phyla dtdds (syn. Lippia dulcis, Verbenaceae) native to tropical Central and South America. Leaves with the sweet taste (hemandulcin is about 1250 times sweeter than saccharose) are used in traditional medicine. Because of its slightly bitter taste and minty after-taste, hemandulcin has only limited use as a sweetener. 

Atropa belladonna Calystegia sepium Centranthus spp. Fedia spp. Valerianella spp. Hyoscyamus spp. Lippia dulcis... 

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