beta-Cubebene → Germacrene C

Participants

Reaction Steps

The sources of authentic terpene standards were as follows: α-longipinene, cyclosativene, sativene and α-ylangene were from Abies balsamea oleoresin; δ-selinene was from Abies alba oleoresin, α-, β-, and γ-himachalene, α-and δ-amorphene, α-muurolene, guaia-6,9-diene, α-cadinene, δ-selinene, germacrene A, β-ylangene, β-longipinene, E-α-and β-bisabolene were (lifts from Larry Cool (University of California, Berkeley); germacrene B, and black pepper oleoresin containing α-cubebene and α-copaene, were gifts from Robert Adams (Baylor University); γ-humulene was from allspice seeds and as a gift from Ron Binder (USDA, Albany, Calif.); sibirene and longicyclene were from Pinus sibirica oleoresin; longifolene was purchased from Sigma Chemical Co.; E-α-larnesene was from parsley leaf oil; germacrene D was from the essential oil of caraway and Nepeta mussini; β-caryophyllene was a gift from Rudolf Hopp (Haarmann and Reimer GmbH); γ-bisabolene was isolated from carrot roots; α-humulene was purchased from Fluka Chemical Co.; β-cubebene was from the essential oil of Valencia orange peels; α-selinene and seli-3,7 (11)-diene were from celery seed, δ-cadinene was a gift from Margaret Essenberg (Oklahoma State University); α-guaiene was from patchouli essential oil; germacrene C was isolated from tomato leaf oil; bicyclogermacrene was from the essential oil of marjoram; and β-gurjunene was from ginger root. All other biochemicals and reagents were purchased from Sigma Chemical Co. or Aldrich Chemical Co., unless otherwise noted.

Provenance & Evidence