A new triterpene, A(1)-1-benzoate-19α-hydroxy-urs-2(3),12(13)-dien-28-oic acid (1), was isolated from Hyptis verticillata, in addition to the known triterpenes tormentic acid, isolated as the diacetate (2), betulinic acid (3), α- and β-amyrin, oleanolic acid and ursolic acid. The structure of 1 was elucidated by spectroscopic analysis. Compounds 1–3 exhibited insecticidal activity against the sweet potato weevil Cylas formicarius elegantulus (Summers).
GrassiP, Urías ReyesTS, SosaS, TubaroA, HoferO, Zitterl-EglseerK. (2006) Anti-inflammatory activity of two diterpenes of Hyptis suaveolens from El Salvador. Zeitschrift fuer Naturforschung, 61C, 165–170
2.
AraújoECC, LimaMAS, NunesEP, SilveiraER. (2005) Abietane diterpenes from Hyptis platanifolia. Journal of the Brazilian Chemical Society, 16, 1336–1341.
3.
DelgadoG, Pereda-MirandaR, Romo de VivarA. (1985) Structure and stereochemistry of 4-deacetoxy-10-epi-olguine, A New δ-lactone from Hyptis oblongifolia Bentham (Labiatae). Heterocycles, 23, 1869–1872.
4.
OhsakiA, KishimotoY, IsobeT, FukuyamaY. (2005) New labdane diterpenoids from Hyptis fasciculata. Chemical Pharmaeutical Bulletin, 53, 1577–1579.
5.
LeeKH, LinYM, WuTS, ZhangDC, YamagishiT, HayashiT, HallIH, ChangJJ, WuRY, YangTH. (1988) The cytotoxic principles of Prunella vulgaris, Psychotria serpens, and Hyptis capitata: ursolic acid and related derivatives. Planta Medica, 54, 308–311
6.
KashiwadaY, WangHK, NagaoT, KitanakaS, YasudaI, FujiokaT, YamagishiT, CosentinoLM, KozukaM, OkabeH, IkeshiroY, HuCQ, YehE, LeeKH. (1998) Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids. Journal of Natural Products, 61, 1090–1095
7.
Pereda-MirandaR. (1990) Triterpenoids and flavonoids from Hyptis alibida. Journal of Natural Products, 53, 182–185
Pereda-MirandaR, GariaM, DelgadoG. (1990) Structure and stereochemistry of four α-pyrones from Hyptis oblongifolia. Phytochemistry, 29, 2971–2974
10.
VivarAR, VidalesP, PérezA. (1991) An aliphatic δ-lactone from Hyptis urticoides. Phytochemistry, 30, 2417–2418
11.
NoveloM, CruzJG, HernándezL, Pereda-MirandaR, ChaiH, MarW, PezzutoJM. (1993) Cytotoxic constituents from Hyptis verticillata. Journal of Natural Products, 56, 1728–1736
12.
Pereda-MirandaR, Gascón-FigueroaM. (1988) Chemistry of Hyptis mutabilis: new pentacyclic triterpenoids. Journal of Natural Products, 51, 996–998
13.
MisraTN, SinghRS, OjnaTN, UpadhyayJ. (1981) Chemical constituents of Hyptis suaveolens. Part 1. Spectral and biological studies of a triterpene acid. Journal of Natural Products, 44, 735–738
14.
RaoKVR, RaoLJM, RaoNSP. (1990) An A-ring contracted triterpenoid from Hyptis suaveolens. Phytochemistry, 29, 1326–1329
15.
MisraTN, SinghRS, UpadhyayJ. (1983) A natural triterpene acid from Hyptis suaveolens. Phytochemistry, 22, 2557–2558
16.
YamagishiT, ZhangD, ChangJ, McPhailDR, McPhailAT, LeeK. (1988) The cytotoxic principles of Hyptis capitata and the structures of the new triterpenes hyptatic acid-A and -B. Phytochemistry, 27, 3213–3216
17.
MukherjeeKS, MukherjeeRK, GhoshPK. (1984) Chemistry of Hyptis suaveolens: a pentacyclic triterpene. Journal of Natural Products, 47, 377–378.
18.
PorterRB, ReesePB. (1998) Characterisation of a flavonol and several lignans from Hyptis verticillata. Jamaican Journal of Science and Technology, 9, 17–27
19.
PorterRB, ReesePB, WilliamsLA, WilliamsDJ. (1995) Acaricidal and insecticidal activities of cadina-4,10 (15)-dien-3-one. Phytochemistry, 40, 735–738.